Triethylamine → HCID 9990959, compound

HRID 1464785Notes

Reaction equation

HRID 1464785 reaction equation
[CH3:1][C:2]([CH3:10])([CH3:9])[C:3]#[C:4][CH2:5][CH2:6][CH2:7][OH:8].[CH3:11][S:12](Cl)(=[O:14])=[O:13].C(N(CC)CC)C>C(OCC)(=O)C>[CH3:11][S:12]([O:8][CH2:7][CH2:6][CH2:5][C:4]#[C:3][C:2]([CH3:10])([CH3:9])[CH3:1])(=[O:14])=[O:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 100119854-Heptyn-1-ol, 6,6-dimethyl-

Product 1

HCID 9990959HCID 9990959, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

100 mg of the resulting alcohol compound was dissolved in 1 ml of ethyl acetate, and 60 μl of methanesulfonyl chloride and 200 μl of triethylamine were added. The mixture was stirred at room temperature for 1 hour, and then the precipitate of triethylamine hydrochloride was removed by filtration. The filtrate was diluted with ethyl acetate, and washed succesively with a saturated aqueous solution of sodium bicarbonate, 1N hydrochloric acid and a saturated aqueous slution of sodium chloride, then worked up in a customary manner to give 150 mg of the captioned compound as a colorless oil.

Workup

  1. customthe precipitate of triethylamine hydrochloride was removed by filtration
  2. additionThe filtrate was diluted with ethyl acetate
  3. washwashed succesively with a saturated aqueous solution of sodium bicarbonate, 1N hydrochloric acid

Sources & evidence

ORD record
ord-76e155c4633f46079ed2c30683e96034
Source dataset
uspto-grants-1994_04
Patent number
US05306728

Reaction notes

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