Triethylamine → HCID 54170895, compound

HRID 1733301Notes

Reaction equation

HRID 1733301 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH2:7][CH:8]=[CH:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14](=[O:16])[CH3:15].C(N(CC)CC)C>ClCCl>[S:2]([O:6][CH2:7][CH:8]=[CH:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14](=[O:16])[CH3:15])([CH3:1])(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 54525524HCID 54525524, compound

Product 1

HCID 54170895HCID 54170895, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methane sulphonylchloride (8.07 g; 1.1 eq) was added dropwise over 30 minutes to a stirred solution of 9-hydroxy-non-7-en-2-one (10 g) in dry dichloromethane (60 ml) containing an excess of triethylamine (9.71 g; 1.5 eq), at -10° C. The solution was stirred for a further 20 minutes. The reaction mixture was washed with cold water, cold 5 N hydrochloric acid, cold 5% sodium bicarbonate solution and cold brine then was dried and evaporated in vacuo at <30° to give 9-mesyloxy-non-7-en-2-one (12.7 g) as a deep red oil.

Workup

  1. customat -10° C
  2. washThe reaction mixture was washed with cold water, cold 5 N hydrochloric acid, cold 5% sodium bicarbonate solution and cold brine
  3. customthen was dried
  4. customevaporated in vacuo at <30°

Sources & evidence

ORD record
ord-41c894f5ade249338f8b4334d0864d22
Source dataset
uspto-grants-1980_12
Patent number
US04241074

Reaction notes

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