Butyl 4-chloro-3-oxobutanoate → n-butyl-4-chloro-3(R)-hydroxybutyrate

HRID 985936Notes

Reaction equation

HRID 985936 reaction equation
[CH2:1]([O:5][C:6](=[O:12])[CH2:7][C:8]([CH2:10][Cl:11])=[O:9])[CH2:2][CH2:3][CH3:4]>C(Cl)(Cl)Cl>[CH2:1]([O:5][C:6](=[O:12])[CH2:7][C@@H:8]([OH:9])[CH2:10][Cl:11])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 13705501Butyl 4-chloro-3-oxobutanoate

Product 1

HCID 13705502n-butyl-4-chloro-3(R)-hydroxybutyrate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The procedure of example 375 was repeated using n-butyl-4-chloroacetoacetate as the substrate to afford n-butyl-4-chloro-3(R)-hydroxybutyrate, [α]D23 +20.1° (c, 3.1, CHCl3).

Sources & evidence

ORD record
ord-032e47bb72134d45a10437668edd89a0
Source dataset
uspto-grants-1987_12
Patent number
US04710468

Reaction notes

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