Diazomethane → HCID 131710116, compound

HRID 268324Notes

Reaction equation

HRID 268324 reaction equation
[S:1]1[CH2:6][CH2:5][CH2:4][S:3][CH:2]1[C@H:7]1[CH:11]=[CH:10][CH2:9][C@H:8]1[C:12]([OH:14])=[O:13].[N+](=[CH2:17])=[N-]>CO>[CH3:17][O:13][C:12]([C@H:8]1[C@@H:7]([CH:2]2[S:3][CH2:4][CH2:5][CH2:6][S:1]2)[CH:11]=[CH:10][CH2:9]1)=[O:14]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 88837313HCID 88837313, compound

Product 1

HCID 131710116HCID 131710116, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

214 mg (0.93 mmole) of cis-3-(1,3-dithian-2-yl)-4-cyclopentene-2-carboxylic acid (as prepared in example 4) are dissolved in 3 ml. of dried methanol. To the cooled mixture (0° C), there is added an ethereal solution of diazomethane up to persistente yellow colour. The solution is stirred for 3 hours at room temperature, the solvent is evaporated under reduced pressure and the oily residue is purified by column chromatography (eluant C6H6 /CH3CO2C2H5 : 80/20) to yield cis-methyl-3-(1,3-dithian-2-yl)-4-cyclopentene-2-carboxylate.

Workup

  1. customthe solvent is evaporated under reduced pressure
  2. customthe oily residue is purified by column chromatography (eluant C6H6 /CH3CO2C2H5 : 80/20)

Sources & evidence

ORD record
ord-bf6047d9364f42519e9fb7c1a43ce81f
Source dataset
uspto-grants-1976_03
Patent number
US03947469

Reaction notes

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