Triethylamine → Allyl(cyclopentyl)carbamoyl chloride
Reaction equation
[Cl:1][C:2]([O:5]C=O)(Cl)Cl.[CH2:8]([NH:11][CH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)[CH:9]=[CH2:10].C(N(CC)CC)C>ClCCl>[CH2:8]([N:11]([CH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)[C:2]([Cl:1])=[O:5])[CH:9]=[CH2:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
790 mg (0.48 ml, 3.99 mmol) of trichloromethylformate (“diphosgene”) are dissolved in 15 ml of dichloromethane and cooled to 0° C. To this are slowly added dropwise 1.00 g (1.17 ml, 7.986 mmol) of allyl(cyclopentyl)amine and 1.21 g (1.67 ml, 12.0 mmol) of triethylamine, and the mixture is left to stir at room temperature overnight. For workup, the reaction solution is poured into ice-water, extracted three times with dichloromethane, dried over MgSO4 and concentrated. The crude product is employed directly in the next stage.
Workup
- waitthe mixture is left
- extractionextracted three times with dichloromethane
- dry with materialdried over MgSO4
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-6dae239c627348fab6d49a6775f928d6
- Source dataset
- uspto-grants-2007_11
- Patent number
- US07291622B2
Reaction notes
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