Ethyl Acetoacetate → Isobutyl 3-hydroxybutanoate

Reaction equation

[C:1]([O:7][CH2:8][CH:9]([CH3:11])[CH3:10])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].C(OCC)(=O)CC(C)=O>>[OH:4][CH:3]([CH3:5])[CH2:2][C:1]([O:7][CH2:8][CH:9]([CH3:11])[CH3:10])=[O:6]

Participants

Reactant 2

HCID 8868Ethyl Acetoacetate

HCID 522677Isobutyl acetoacetate

Product 1

HCID 529006Isobutyl 3-hydroxybutanoateYield 52%

Procedure

Isobutyl 3-hydroxybutyrate was prepared following the procedure as described in step 1) of Preparation Example 2, except for that isobutyl acetoacetate was used to replace for ethyl acetoacetate. Yield 52%.

Workup

customof Preparation Example 2

Sources & evidence

ORD record: ord-80027128514a4fbeb52d0490b1fd072a
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07351778B2

Reaction notes

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