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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593333Generated: October 28, 2026

Water → 2-Amino-2-(3-bromophenyl)propan-1-ol

https://huagongshe.com/reaction/593333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 2-amino-2-(3-bromophenyl)propanoateHCID 50989094—
SolventTetrahydrofuranHCID 8028—
Product2-Amino-2-(3-bromophenyl)propan-1-olHCID 53256694103.6%

Reaction Conditions

Temperature-7 °C

Reaction Steps

A solution of the (RS)-2-amino-2-(3-bromo-phenyl)-propionic acid methyl ester (9.39 g, mmol) in tetrahydrofuran (360 ml) was treated portionwise at −5° C. with lithiumaluminiumhydride (1.41 g, 36 mmol; 282 mg/2 min). After complete addition, stirring was continued at 0-5° C. for 30 minutes. For the workup, the reaction mixture was cooled to −7° C., and water (9 ml) was added dropwise. Thereafter, 2 N sodium hydroxy solution (9 ml) was added and stirring continued for 15 minutes at room temperature. They grey suspension was filtrated through Dicalite® which was washed with tetrahydrofuran (200 ml). The filtrate was evaporated at reduced pressure. 8.67 g of crude (RS)-2-amino-2-(3-bromo-phenyl)-propan-1-ol were obtained as a colorless oil. The purity of the product allowed using it in the next step without further purification. Mass (calculated) C9H12BrNO [230.106]; (found) [M+H]+=230, 232.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242943B2
Source datasetuspto-grants-2016_01
ORD IDord-e97f6a576f5c4523b86c0f23bb24b985
Source noteuspto-grants-2016_01