Dichloromethane → HCID 18435279, compound
Reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH2:6]([OH:11])[CH:7]([OH:10])[CH2:8][CH3:9].C(Cl)Cl>C(N(CC)CC)C>[CH3:1][S:2]([O:11][CH2:6][CH:7]([O:10][S:2]([CH3:1])(=[O:4])=[O:3])[CH2:8][CH3:9])(=[O:4])=[O:3]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Into a one liter, four-necked round bottom flask equipped with stirrer, condenser, thermometer, and addition funnel, 57.0 parts of methanesulfonyl chloride, 22.5 parts of 1,2-butanediol and 57.0 parts of methylene chloride were mixed under a nitrogen blanket and cooled to 0° C. using a dry ice-acetone bath. To this 50.5 parts of triethylamine was added over one hour. The reaction was stirred at 0° C. for an additional three hours and allowed to stand for 18 hours at 0° C. The mixture was vacuum filtered and then washed successively with chilled dilute sulfuric acid (twice with 200 part-portions), dilute sodium bicarbonate (three times with 200 part-portions), and water (twice with 200 part-portions), dried over sodium sulfate, filtered, and the solvent removed in vacuo at 35° C. to give the product as a pale yellow liquid.
Workup
- customInto a one liter, four-necked round bottom flask equipped with stirrer, condenser
- additionthermometer, and addition funnel
- waitto stand for 18 hours at 0° C
- filtrationfiltered
- washwashed successively
- temperaturewith chilled dilute sulfuric acid (twice with 200 part-portions), dilute sodium bicarbonate (three times with 200 part-portions), and water (twice with 200 part-portions),
- dry with materialdried over sodium sulfate
- filtrationfiltered
- customthe solvent removed in vacuo at 35° C.
Sources & evidence
- ORD record
- ord-d42b1201ea244b76b4526ea1af3d6d2a
- Source dataset
- uspto-grants-1984_10
- Patent number
- US04477618
Reaction notes
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