Water → HCID 77230939, compound

HRID 2202736Notes

Reaction equation

HRID 2202736 reaction equation
O.[CH3:2][C:3]1([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:12][CH2:11][C:6]2(OCC[O:7]2)[CH2:5][CH2:4]1>C(O)=O>[CH3:2][C:3]1([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:4][CH2:5][C:6](=[O:7])[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 962WaterHCID 118383275HCID 118383275, compound

Product 1

HCID 77230939HCID 77230939, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Water (0.5 mL) was added to a stirring solution of ethyl 2-(8-methyl-1,4-dioxaspiro[4.5]decan-8-yl)acetate (1.6 g, 6.60 mmol) and formic acid (10 mL) at room temperature. Analysis of the reaction mixture by LCMS indicated that the starting material was consumed and the desired product had formed. The reaction mixture was concentrated under reduced pressure, and the residue was partitioned between EtOAc and brine, the layers were separated, the organic material washed with brine (2×), dried (Na2SO4), filtered, and the filtrate was concentrated under reduced pressure to give a pale yellow liquid ethyl 2-(1-methyl-4-oxocyclohexyl)acetate (1.6 g, 8.07 mmol, 86% yield): 1H NMR (500 MHz, CDCl3) δ 1.22-1.31 (m, 6H), 1.77-1.91 (m, 4H), 2.39-2.43 (m, 6H), 4.12-4.23 (m, 2H).

Workup

  1. customwas consumed

Sources & evidence

ORD record
ord-0ec70fc9f60f4456988c7aaf96e9bbd1
Source dataset
uspto-grants-2016_06
Patent number
US09365522B2

Reaction notes

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