Triethylamine → HCID 86640796, compound
Reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][C:5]1([OH:8])[CH2:7][CH2:6]1.C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>ClCCl>[CH3:16][S:17]([O:1][CH2:2][CH2:3][CH2:4][C:5]1([OH:8])[CH2:7][CH2:6]1)(=[O:19])=[O:18]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A mixture of 1-(3-hydroxypropyl)cyclopropanol (140 mg, 1.2 mmol) and triethylamine (0.3 mL, 2.1 mmol) in 8 mL of dichloromethane was stirred at 0° C. for 10 min. Methane-sulfonyl chloride (180 mg, 1.6 mmol) was then added to the mixture via a syringe. After stirring at 0° C. for 1 hr, the mixture was quenched with 2 mL of ice-water and extracted with dichloromethane (10 mL×3). The combined organic phases were dried over Na2SO4 and concentrated in vacuo to give 3-(1-hydroxycyclo-propyl)propyl methanesulfonate as yellow oil (used for the next step immediately).
Workup
- stirringAfter stirring at 0° C. for 1 hr
- customthe mixture was quenched with 2 mL of ice-water
- extractionextracted with dichloromethane (10 mL×3)
- dry with materialThe combined organic phases were dried over Na2SO4
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-6b354a4e6d2a4a439d33b55f31769ec6
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08232294B2
Reaction notes
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