Potassium Hydroxide → HCID 18703984, compound

HRID 2288068Notes

Reaction equation

HRID 2288068 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:11][C:10]2[C:9]([C:12]([O:14]C)=[O:13])=[CH:8][CH:7]=[CH:6][C:5]=2[C:4](=[O:16])[CH2:3]1.[OH-].[K+]>CO.O>[CH3:1][C:2]1([CH3:17])[CH2:11][C:10]2[C:9]([C:12]([OH:14])=[O:13])=[CH:8][CH:7]=[CH:6][C:5]=2[C:4](=[O:16])[CH2:3]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 12284902Methyl 5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-1-naphthalenecarboxylate

Product 1

HCID 18703984HCID 18703984, compoundYield 95.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 2.5 g (11 mmol) of methyl 7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-1-naphthalenecarboxylate (J. Org. Chem. 17 (1976), 2918) and 1.8 g (33 mmol) of potassium hydroxide in 50 ml of methanol and 5 ml of water was allowed to stand at room temperature overnight. After distilling off the methanol in vacuo, the residue was taken up in 40 ml of water and the mixture was acidified with dilute hydrochloric acid. The precipitated product was filtered off with suction and dried in vacuo, and 2.3 g of 7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid were obtained; m.p. 167-168° C.

Workup

  1. distillationAfter distilling off the methanol in vacuo
  2. filtrationThe precipitated product was filtered off with suction
  3. customdried in vacuo

Sources & evidence

ORD record
ord-f740b0d771f94993b54fd3aede5b40b3
Source dataset
uspto-grants-2000_07
Patent number
US06087399

Reaction notes

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