Triethylamine → HCID 12296945, compound
Reaction equation
[O:1]([CH:8]([CH3:11])[CH2:9][OH:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>ClCCl>[CH3:19][S:20]([O:10][CH2:9][CH:8]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:11])(=[O:22])=[O:21]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -10 °C
Procedure
To a solution of 15.2 g of 2-phenoxy-1-propanol, 20.8 ml of triethylamine and 300 ml of dichloromethane chilled to -10° C. in an ice-salt bath, is added dropwise 7.78 ml of methanesulfonyl chloride over 10 minutes. The solution is stirred at -10° C. for 30 minutes, washed with 100 ml of ice water, 100 ml of cold 10% hydrochloric acid, 100 ml of cold saturated sodium bicarbonate solution, 100 ml of cold saturated sodium chloride solution and dried (magnesium sulfate). The solvent is removed under vacuum to give the product as an oil.
Workup
- washwashed with 100 ml of ice water, 100 ml of cold 10% hydrochloric acid, 100 ml of cold saturated sodium bicarbonate solution, 100 ml of cold saturated sodium chloride solution
- dry with materialdried (magnesium sulfate)
- customThe solvent is removed under vacuum
Sources & evidence
- ORD record
- ord-b674cfb976aa4251a4185c256d0fae7d
- Source dataset
- uspto-grants-1980_01
- Patent number
- US04182776
Reaction notes
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