Diazomethane → HCID 70635296, compound

HRID 441340Notes

Reaction equation

HRID 441340 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@H:10]1[C@H:14]([CH:15]([OH:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:13][CH2:12][C:11]1=[O:24])([OH:3])=[O:2].[N+](=[CH2:27])=[N-]>>[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@H:10]1[C@H:14]([CH:15]([OH:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:13][CH2:12][C:11]1=[O:24])([O:3][CH3:27])=[O:2]

Participants

3

Reactant 2

HCID 9550DiazomethaneHCID 70635614HCID 70635614, compound

Product 1

HCID 70635296HCID 70635296, compound

Procedure

To a solution of 0.5 g. (1.47 mmol) of trans-2-(6-carboxyhexyl)-3-(1-hydroxyoctyl)cyclopentanone is added on etheral solution of diazomethane until a permanent yellow color remains. The solvent and excess diazomethane are removed un a stream of nitrogen. After removing traces of solvent at reduced pressure, 0.52 g. of trans-2-(6-carbomethoxyhexyl)-3-(1-hydroxyoctyl)cyclopentanone is obtained.

Workup

  1. customThe solvent and excess diazomethane are removed un a stream of nitrogen
  2. customAfter removing traces of solvent at reduced pressure, 0.52 g

Sources & evidence

ORD record
ord-ab33dd829250444cbbc18dae7be37442
Source dataset
uspto-grants-1977_08
Patent number
US04039574

Reaction notes

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