Triethylamine → HCID 20378400, compound
Reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:27][S:28](Cl)(=[O:30])=[O:29]>ClCCl>[CH3:27][S:28]([O:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:30])=[O:29]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -8 °C
Procedure
To a solution of 10.6 g of 11-phenoxy-1-undecanol, 200 ml of dichloromethane and 8.4 ml of triethylamine chilled to -8° C. in an ice-salt bath is added dropwise over 10 minutes, a solution of 3.38 ml of methanesulfonyl chloride in 10 ml of dichloromethane. The solution is stirred for 30 minutes at -8° C., washed with 150 ml of ice-cold water, 75 ml of cold 10% hydrochloric acid, 75 ml of cold saturated sodium bicarbonate, 75 ml of cold saturated sodium chloride solution and dried over magnesium sulfate. The solvent is removed in vacuo to give off-white crystals, mp 54°-58° C.
Workup
- additionis added dropwise over 10 minutes
- washwashed with 150 ml of ice-cold water, 75 ml of cold 10% hydrochloric acid, 75 ml of cold saturated sodium bicarbonate, 75 ml of cold saturated sodium chloride solution
- dry with materialdried over magnesium sulfate
- customThe solvent is removed in vacuo
- customto give off-white crystals, mp 54°-58° C.
Sources & evidence
- ORD record
- ord-960651d8e5624f5b9811e6d874f5eb69
- Source dataset
- uspto-grants-1980_01
- Patent number
- US04182776
Reaction notes
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