2-Amino-6-chlorobenzaldehyde → 1-(2-Amino-6-chlorophenyl)propan-1-ol

HRID 2117275Notes

Reaction equation

HRID 2117275 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH:4]=[O:5].[CH2:11]([Mg]Br)[CH3:12]>C(OCC)(=O)C>[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH:4]([OH:5])[CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 223995122-Amino-6-chlorobenzaldehydeHCID 178418443HCID 178418443, compound

Product 1

HCID 693181201-(2-Amino-6-chlorophenyl)propan-1-olYield 48%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

This compound was prepared using General Method 1 (EXAMPLE 1) from 2-amino-6-chlorobenzaldehyde (0.30 g, 1.9 mmol) and ethyl magnesium bromide (3 M in diethyl ether, 1.3 mL) to afford 0.17 g (48%) of (±)-1-(2-amino-6-chlorophenyl)propan-1-ol after flash chromatography (4:1 hexanes:ethyl acetate).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-49a6a2b9634a4783872f00be4e8c7dfa
Source dataset
uspto-grants-2008_10
Patent number
US07442696B2

Reaction notes

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