Pyridine → 1-Methoxypropan-2-yl chloroformate
Reaction equation
[CH3:1][O:2][CH2:3][CH:4]([OH:6])[CH3:5].C(=O)(OC(Cl)(Cl)Cl)[O:8][C:9](Cl)(Cl)[Cl:10].N1C=CC=CC=1>CCOCC>[Cl:10][C:9]([O:6][CH:4]([CH3:5])[CH2:3][O:2][CH3:1])=[O:8]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
1 ml (10.2 mmol) of 1-methoxy-2-propanol (Fluka, Buchs, Switzerland) is injected slowly into an ice-cold solution of 916 mg (1.1 equivalent) of bis(trichloromethyl) carbonate (triphosgene; Fluka, Buchs, Switzerland) in 35 ml of ether using a syringe. At the same time, 1 ml (1.2 equivalents) of pyridine in 5 ml of ether is added dropwise from a dropping funnel. After the addition has ended, the mixture is left to stir at RT for a further 60 min. The reaction mixture is filtered through wadding and the solvent is carefully evaporated off (35° C. waterbath). The oily residue (title compound) is subjected to further processing without any purification. 1H-NMR (200 MHz; CDCl3)=inter alia 5.05/m (1H); 3.30/s (3H); 1.27/d (3H).
Workup
- additionAfter the addition
- waitthe mixture is left
- filtrationThe reaction mixture is filtered through wadding
- customthe solvent is carefully evaporated off (35° C. waterbath)
- customThe oily residue (title compound) is subjected to further processing without any purification
Sources & evidence
- ORD record
- ord-fef5914f4a78425b95889f6a59860876
- Source dataset
- uspto-grants-1999_08
- Patent number
- US05935976
Reaction notes
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