5-Bromotryptophol

Name: 5-Bromotryptophol
Brand: Zhengzhou Whchem

CAS：32774-29-1 | 5-Bromotryptophol | Whchem

CAS: 32774-29-1

Other Names

2-(5-BROMO-1H-INDOL-3-YL)-1-ETHANOL;5-BROMOTRYPTOPHOL;5-bromo-1H-indole-3-ethanol;2-(5-Bromo-1H-indol-3-yl)ethanol;5-Bromo-3-(2-hydroxyethyl)-1H-indole;L806 5-Bromotryptophol;1H-Indole-3-ethanol, 5-bromo-;5-Bromoindole-3-ethanol

Molecular Formula

Purity

>97%

Molecular Weight

240.1 g/mol

EINECS

251-205-9

Structure Available Verified Product

English Name	5-Bromotryptophol
English Synonyms	2-(5-BROMO-1H-INDOL-3-YL)-1-ETHANOL;5-BROMOTRYPTOPHOL;5-bromo-1H-indole-3-ethanol;2-(5-Bromo-1H-indol-3-yl)ethanol;5-Bromo-3-(2-hydroxyethyl)-1H-indole;L806 5-Bromotryptophol;1H-Indole-3-ethanol, 5-bromo-;5-Bromoindole-3-ethanol
CAS Number	32774-29-1
Molecular Formula	C10H10BrNO
Molecular Weight	240.1 g/mol
EINECS Number	251-205-9
Related Categories
Mol File	Download MOL File
Structure Image

Property	Value
Melting point	92-94°C
Boiling point	411.5±30.0 °C (Predicted)
Density	1.618±0.06 g/cm³ (Predicted)
Storage condition	under inert gas (nitrogen or Argon) at 2–8 °C
Acidity Coefficient (pKa)	14.87±0.10 (Predicted)
Form	Powder crystals
Color	White to orange to green
CAS Database Reference	32774-29-1 (CAS DataBase Reference)

5-Bromotryptophol (CAS 32774-29-1) is a high-purity fine chemical intermediate widely used in organic synthesis, pharmaceutical R&D, agrochemical manufacturing and specialty chemical applications.

As a professional supplier, Zhengzhou Whchem provides 5-Bromotryptophol with >97% purity, COA, structure confirmation and flexible packaging, available from research quantities to commercial scale with global shipping.

Category	Description (English Translation)
Uses & Synthesis Methods Production Method: Starting Materials: 117235-22-0 (Methyl (5-bromo-1H-indol-3-yl)acetate) 32774-29-1 (2-(5-Bromo-1H-indol-3-yl)ethanol) General procedure for the synthesis of 2-(5-bromo-1H-indol-3-yl)ethanol from methyl (5-bromo-1H-indol-3-yl)acetate: To a solution of methyl (5-bromo-1H-indol-3-yl)acetate (4 mmol, 1 equiv) in anhydrous THF (50 mL) was added lithium aluminum hydride (LiAlH₄; 16 mmol, 4 equiv) portionwise at 0°C. The reaction mixture was gradually warmed to room temperature and stirred for 30 minutes. Excess LiAlH₄ was quenched by slow addition of saturated aqueous Na₂SO₄ solution at approximately 0°C. The reaction mixture was filtered, and the filter cake was washed with THF. The combined filtrates were concentrated under reduced pressure to remove the solvent. The residue was adjusted to pH 6 with 10% HCl solution and extracted with CHCl₃. The combined organic layers were dried over anhydrous Na₂SO₄, filtered, and evaporated to dryness. The crude product was purified by flash column chromatography using EtOAc/hexane as eluent to afford the desired product, 2-(5-bromo-1H-indol-3-yl)ethanol. Yield: 83%; 1H NMR (300 MHz, CDCl₃): δ 2.97 (t, J = 18 Hz, 2H), 3.86-3.93 (m, 2H), 4.09 (t, J = 21 Hz, 1H), 7.09 (d, J = 3 Hz, 1H), 7.22 (d, J = 9 Hz, 1H), 7.75 (s, 1H), 8.10 (s, 1H); MS (APCI): m/z 241.2 [M + H]⁺. References: [1] Journal of Medicinal Chemistry, 2010, vol. 53, # 19, p. 6838 - 6850 [2] Patent: WO2011/14128, 2011, A1. Location in patent: Page/Page column 65

Category

Description (English Translation)

Uses & Synthesis Methods

Production Method:

Starting Materials:
117235-22-0 (Methyl (5-bromo-1H-indol-3-yl)acetate)
32774-29-1 (2-(5-Bromo-1H-indol-3-yl)ethanol)

General procedure for the synthesis of 2-(5-bromo-1H-indol-3-yl)ethanol from methyl (5-bromo-1H-indol-3-yl)acetate:

To a solution of methyl (5-bromo-1H-indol-3-yl)acetate (4 mmol, 1 equiv) in anhydrous THF (50 mL) was added lithium aluminum hydride (LiAlH₄; 16 mmol, 4 equiv) portionwise at 0°C. The reaction mixture was gradually warmed to room temperature and stirred for 30 minutes. Excess LiAlH₄ was quenched by slow addition of saturated aqueous Na₂SO₄ solution at approximately 0°C. The reaction mixture was filtered, and the filter cake was washed with THF. The combined filtrates were concentrated under reduced pressure to remove the solvent. The residue was adjusted to pH 6 with 10% HCl solution and extracted with CHCl₃. The combined organic layers were dried over anhydrous Na₂SO₄, filtered, and evaporated to dryness. The crude product was purified by flash column chromatography using EtOAc/hexane as eluent to afford the desired product, 2-(5-bromo-1H-indol-3-yl)ethanol.

Yield: 83%; 1H NMR (300 MHz, CDCl₃): δ 2.97 (t, J = 18 Hz, 2H), 3.86-3.93 (m, 2H), 4.09 (t, J = 21 Hz, 1H), 7.09 (d, J = 3 Hz, 1H), 7.22 (d, J = 9 Hz, 1H), 7.75 (s, 1H), 8.10 (s, 1H); MS (APCI): m/z 241.2 [M + H]⁺.

References:
[1] Journal of Medicinal Chemistry, 2010, vol. 53, # 19, p. 6838 - 6850
[2] Patent: WO2011/14128, 2011, A1. Location in patent: Page/Page column 65

Category	Value
Hazard Symbol	Xi
Hazard Class	IRRITANT
HS Code (Customs)	2933998090

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5-Bromotryptophol

CAS：32774-29-1 | 5-Bromotryptophol | Whchem

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