Formaldehyde → 8-Cyclopentyl-2-methyleneoctanoic acid ethyl ester

HRID 1388142Notes

Reaction equation

HRID 1388142 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH:5]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1)[C:6](O)=O)[CH3:2].C=O.N1CCCCC1>N1C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:20])[C:5](=[CH2:6])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19]1)[CH3:2]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8082PiperidineHCID 53998515(6-Cyclopentylhexyl)-malonic acid ethyl ester

Product 1

HCID 542420288-Cyclopentyl-2-methyleneoctanoic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

11.5 g of 8-cyclopentyl-2-methyleneoctanoic acid ethyl ester, in the form of a nearly colourless oil, which is purified by chromatography on silica gel (migrating agent: 95:5 petroleum ether/ethyl acetate), are obtained by the procedure described in Example (1b) from 22.1 g of (6-cyclopentylhexyl)-malonic acid ethyl ester, 2.8 g of paraformaldehyde, 22 ml of pyridine and 1 ml of piperidine.

Workup

  1. custom11.5 g of 8-cyclopentyl-2-methyleneoctanoic acid ethyl ester, in the form of a nearly colourless oil, which is purified by chromatography on silica gel (migrating agent: 95:5 petroleum ether/ethyl acetate)
  2. customare obtained by the procedure

Sources & evidence

ORD record
ord-e457a980f0764d14a271e7f072abb0c6
Source dataset
uspto-grants-1984_02
Patent number
US04430339

Reaction notes

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