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

HRID 1388140Notes

Reaction equation

HRID 1388140 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH:5]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]1[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:18])[C:5](=[CH2:6])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]1[CH2:16][CH2:17]1)[CH3:2]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8082PiperidineHCID 54024252(6-Cyclopropylhexyl)-malonic acid ethyl ester

Product 1

HCID 543084848-Cyclopropyl-2-methyleneoctanoic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.5 g of 8-cyclopropyl-2-methyleneoctanoic acid ethyl ester, in the form of a yellowish oil, which is purified by chromatography on silica gel (migrating agent: 90:10 petroleum ether/ethyl acetate), are obtained by the procedure described in Example (1b) from 4.53 g of (6-cyclopropylhexyl)-malonic acid ethyl ester 0.64 g of paraformaldehyde, 4 ml of pyridine and 0.2 ml of piperidine.

Workup

  1. custom2.5 g of 8-cyclopropyl-2-methyleneoctanoic acid ethyl ester, in the form of a yellowish oil, which is purified by chromatography on silica gel (migrating agent: 90:10 petroleum ether/ethyl acetate)
  2. customare obtained by the procedure

Sources & evidence

ORD record
ord-3f26fd22f769400da0a6802c1f6adace
Source dataset
uspto-grants-1984_02
Patent number
US04430339

Reaction notes

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