Diazomethane → Methyl 7-(2-oxocyclopentyl)heptanoate

HRID 2309559Notes

Reaction equation

HRID 2309559 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].[N+](=[CH2:18])=[N-]>CCOCC>[CH3:18][O:14][C:13](=[O:15])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH:3]1[CH2:4][CH2:5][CH2:6][C:2]1=[O:1]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 989472-Oxocyclopentaneheptanoic acid

Product 1

HCID 13099223Methyl 7-(2-oxocyclopentyl)heptanoate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 2.14 g. portion of 7-(2-oxocyclopentyl)-heptanoic acid was dissolved in 20 ml. of anhydrous ether and cooled to 0° C. in an ice bath. The stirred solution was then treated with ethereal diazomethane in about 1 ml. portions to control gas evolution until the yellow color persisted and bubbling was slow. The excess reagent was then blown off with a stream of nitrogen and the solvent evaporated at the rotovap. The residual oily ester was dried in vacuo over phosphorous pentoxide.

Workup

  1. custombubbling
  2. customthe solvent evaporated at the rotovap
  3. dry with materialThe residual oily ester was dried in vacuo over phosphorous pentoxide

Sources & evidence

ORD record
ord-3f7f559b05714d5a81aa4dcef06c6133
Source dataset
uspto-grants-1987_09
Patent number
US04695647

Reaction notes

Loading…