Ethyl 4-chloroacetoacetate → 4-Chloro-3-hydroxybutyric acid ethyl ester, (3R)-

HRID 985934

Reaction equation

HRID 985934 reaction equation
[CH2:1]([O:3][C:4](=[O:10])[CH2:5][C:6]([CH2:8][Cl:9])=[O:7])[CH3:2]>C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4](=[O:10])[CH2:5][C@@H:6]([OH:7])[CH2:8][Cl:9])[CH3:2]

Participants

3

Reactant 1

HCID 69484Ethyl 4-chloroacetoacetate

Product 1

HCID 27344454-Chloro-3-hydroxybutyric acid ethyl ester, (3R)-

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The procedure of example 375 was repeated using ethyl-4-chloroacetoacetate as the substrate to afford ethyl-4-chloro-3(R)-hydroxybutyrate, [α]D23 +22.7° (c, 4.7, CHCl3).

Sources & evidence

ORD record
ord-8389e84fd3b24370a02baedee386bff2
Source dataset
uspto-grants-1987_12
Patent number
US04710468

Linked notes

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