tert-Butanol → 3-(2-Tert-butoxy-2-oxoethoxy)-4-chlorobenzoic acid

HRID 2421043Notes

Reaction equation

HRID 2421043 reaction equation
[C:1]([O:5][C:6](=[O:20])[CH2:7][O:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=1[Cl:19])[C:12]([O:14]C)=[O:13])([CH3:4])([CH3:3])[CH3:2].C(O)(C)(C)C>O>[C:1]([O:5][C:6](=[O:20])[CH2:7][O:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=1[Cl:19])[C:12]([OH:14])=[O:13])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 6386tert-ButanolHCID 67215087Methyl 3-(2-tert-butoxy-2-oxoethoxy)-4-chlorobenzoate

Product 1

HCID 672147983-(2-Tert-butoxy-2-oxoethoxy)-4-chlorobenzoic acidYield 89.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methyl 3-(2-tert-butoxy-2-oxoethoxy)-4-chlorobenzoate (0.7 g) in 9:1 tert butanol:water was subjected to Antarctica B lipase for 6 d. Filtration and evaporation of the solvent yielded the subtitle compound as an off-white solid (0.6 g).

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-2a4a984cb75f44cda1ee1431d3326581
Source dataset
uspto-grants-2011_06
Patent number
US07956070B2

Reaction notes

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