tert-Butyl 4-chloro-3-oxobutyrate → t-butyl-4-chloro-3(R)-hydroxybutyrate

HRID 985932Notes

Reaction equation

HRID 985932 reaction equation
[C:1]([O:5][C:6](=[O:12])[CH2:7][C:8]([CH2:10][Cl:11])=[O:9])([CH3:4])([CH3:3])[CH3:2]>C(Cl)(Cl)Cl>[C:1]([O:5][C:6](=[O:12])[CH2:7][C@@H:8]([OH:9])[CH2:10][Cl:11])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 2724514tert-Butyl 4-chloro-3-oxobutyrate

Product 1

HCID 11106250t-butyl-4-chloro-3(R)-hydroxybutyrate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The procedure of example 369 was repeated using t-butyl-4-chloroacetoacetate as the substrate to give t-butyl-4-chloro-3(R)-hydroxybutyrate, [α]D23 +18.09° (c, 5.1 CHCl3).

Sources & evidence

ORD record
ord-0d3f64c793854208b49b525f022d5a94
Source dataset
uspto-grants-1987_12
Patent number
US04710468

Reaction notes

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