Triethylamine → HCID 14536757, compound

HRID 703145Notes

Reaction equation

HRID 703145 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][S:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].C(N(CC)CC)C>C(Cl)Cl>[CH3:1][S:2]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][S:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 14536756HCID 14536756, compound

Product 1

HCID 14536757HCID 14536757, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 16.7 g. (0.146 mol) methanesulphonyl chloride and 150 ml. methylene chloride is added dropwise at -5° C., within the course of 30 minutes, to a mixture of 30.1 g. (0.146 mol) ethyl 8-hydroxy-3-thiaoctanoate, 200 ml. methylene chloride and 22,2 g. (0.219 mol) anhydrous triethylamine and the reaction mixture then stirred at 0° C. for a further 30 minutes. It is then extracted with ice-cold 2N sulphuric acid and subsequently with ice water, dried with anhydrous sodium sulphate and subsequently evaporated. Yield 38.3 g. (93% of theory) in the form of a colourless oil.

Workup

  1. extractionIt is then extracted with ice-cold 2N sulphuric acid and subsequently with ice water
  2. dry with materialdried with anhydrous sodium sulphate
  3. customsubsequently evaporated

Sources & evidence

ORD record
ord-52cf8ec056d543bd9849a6f03b7a4b1b
Source dataset
uspto-grants-1991_01
Patent number
US04981873

Reaction notes

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