Methyl 4-chloroacetoacetate → Methyl (R)-4-Chloro-3-hydroxybutyrate

HRID 985931Notes

Reaction equation

HRID 985931 reaction equation
[CH3:1][O:2][C:3](=[O:9])[CH2:4][C:5]([CH2:7][Cl:8])=[O:6]>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:9])[CH2:4][C@@H:5]([OH:6])[CH2:7][Cl:8]

Participants

3

Reactant 1

HCID 36240Methyl 4-chloroacetoacetate

Product 1

HCID 10920707Methyl (R)-4-Chloro-3-hydroxybutyrate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The procedure of example 369 was repeated using methyl-4-chloroacetoacetate as the substrate to afford methyl-4-chloro-3(R)-hydroxybutyrate, [α]D23 +21.15° (c, 4.2 CHCl3).

Sources & evidence

ORD record
ord-55b24647788e4d009f10f39b02477b2a
Source dataset
uspto-grants-1987_12
Patent number
US04710468

Reaction notes

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