Triethylamine → HCID 53329963, compound

HRID 2108119Notes

Reaction equation

HRID 2108119 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[O:6]([CH2:13][CH2:14][CH2:15][OH:16])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C>ClCCl>[CH3:1][S:2]([O:16][CH2:15][CH2:14][CH2:13][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 803193-Phenoxy 1-propanol

Product 1

HCID 53329963HCID 53329963, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methanesulphonyl chloride (16.15 g) was added dropwise to a stirred solution of 3-phenoxy-1-propanol (17.81 g) and triethylamine (23.78 g) in dry dichloromethane (120 ml) at 0° C. under nitrogen. The mixture was stirred at room temperature for 1 h and then washed successively with 2N hydrochloric acid (100 ml), water (100 ml), 8% sodium bicarbonate solution (100 ml) and brine (100 ml). The solution was dried and evaporated in vacuo to give an oil which solidified on standing to give the title compound (25.88 g) as a waxy solid. T.l.c. (diethyl ether) Rf 0.50.

Workup

  1. washwashed successively with 2N hydrochloric acid (100 ml), water (100 ml), 8% sodium bicarbonate solution (100 ml) and brine (100 ml)
  2. customThe solution was dried
  3. customevaporated in vacuo
  4. customto give an oil which

Sources & evidence

ORD record
ord-ee75a27277f046e6b4d01a35cd31209b
Source dataset
uspto-grants-1990_06
Patent number
US04937268

Reaction notes

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