Sodium Hydroxide → Civetone

HRID 239851

Reaction equation

HRID 239851 reaction equation
C(OC([CH:6]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH:16]=[CH:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][C:7]1=[O:23])=O)C.[OH-].[Na+]>CO>[CH2:20]1[CH2:21][CH2:22][CH2:6][C:7](=[O:23])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=[CH:16][CH2:17][CH2:18][CH2:19]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53673108Ethyl 17-oxocycloheptadec-8-ene-1-carboxylate

Product 1

HCID 5315941Civetone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-ethoxycarbonyl-9-cycloheptadecenone will be refluxed with about 10% NaOH in methanol for about 1 hour to give civetone. After completion of the reaction, the reaction mixture will be neutralized using about 10% sulfuric acid. The product will be extracted using ether and can be purified using silica-gel chromatography.

Sources & evidence

ORD record
ord-02fa55c5c05b45adb7793fe509b57b1e
Source dataset
uspto-grants-2014_02
Patent number
US08642814B1

Linked notes

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