t-Butyl 6-hydroxy-6-(4,4-dimethyl-2,6-dioxocyclohexylidene)-hexanoate → 6-Hydroxy-6-(4,4-dimethyl-2,6-dioxocyclohexylidene)-hexanoic acid

HRID 1368571Notes

Reaction equation

HRID 1368571 reaction equation
[OH:1][C:2](=[C:14]1[C:19](=[O:20])[CH2:18][C:17]([CH3:22])([CH3:21])[CH2:16][C:15]1=[O:23])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9]C(C)(C)C)=[O:8]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[OH:1][C:2](=[C:14]1[C:15](=[O:23])[CH2:16][C:17]([CH3:21])([CH3:22])[CH2:18][C:19]1=[O:20])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8]

Participants

3

Reactant 1

HCID 22728383t-Butyl 6-hydroxy-6-(4,4-dimethyl-2,6-dioxocyclohexylidene)-hexanoate

Product 1

HCID 227283796-Hydroxy-6-(4,4-dimethyl-2,6-dioxocyclohexylidene)-hexanoic acidYield 1,006.3%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

t-Butyl 6-hydroxy-6-(4,4-dimethyl-2,6-dioxocyclo-hexylidene)-hexanoate (100 mg, 0.30 mmol) was dissolved in CH2Cl2/TFA 1:1 mixture (2 ml) and stirred at room temperature for 1 h. The reaction mixture was evaporated giving 6-hydroxy-6-(4,4-dimethyl-2,6-dioxocyclohexylidene)-hexanoic acid (0.81 g, 98%)

Workup

  1. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-3c5d8e97eaed4151865ac444ab9e15a1
Source dataset
uspto-grants-2003_06
Patent number
US06573337B1

Reaction notes

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