Ethyl Acetate → HCID 69317206, compound

HRID 2117273Notes

Reaction equation

HRID 2117273 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[C:3]=1C(OC)=O.[CH3:13][Mg]Br.C([O:19][CH2:20][CH3:21])(=O)C>CCOCC>[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[C:3]=1[C:20]([OH:19])([CH3:21])[CH3:13]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 592849Methyl 2-amino-6-chlorobenzoateHCID 178418573HCID 178418573, compound

Product 1

HCID 69317206HCID 69317206, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

This compound was prepared using General Method 1 (EXAMPLE 1) from methyl 2-amino-6-chlorobenzoate (1.7 g, 9.2 mmol) and methyl magnesium bromide (3 M in diethyl ether, 12.2 mL) in 45 mL ether to afford 1.5 g (89%) of 2-(2-amino-6-chlorophenyl)propan-2-ol after flash chromatography (5:3 hexanes:ethyl acetate).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-0d43fdcd08e34af7928c775d3ef29e9f
Source dataset
uspto-grants-2008_10
Patent number
US07442696B2

Reaction notes

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