Pyridine → 1-Methoxypropan-2-yl chloroformate

HRID 2394165Notes

Reaction equation

HRID 2394165 reaction equation
[CH3:1][O:2][CH2:3][CH:4]([OH:6])[CH3:5].[Cl:7][C:8]([O:11]C(=O)OC(Cl)(Cl)Cl)(Cl)Cl.N1C=CC=CC=1>CCOCC>[Cl:7][C:8]([O:6][CH:4]([CH3:5])[CH2:3][O:2][CH3:1])=[O:11]

Participants

5

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

  1. additionAfter the addition
  2. waitthe mixture is left
  3. filtrationThe reaction mixture is filtered through wadding
  4. customthe solvent is carefully evaporated off (35° C. waterbath)
  5. customThe oily residue (title compound) is subjected to further processing without any purification

Sources & evidence

ORD record
ord-2bae875e72c142acb8dc7b4208994b4f
Source dataset
uspto-grants-1998_09
Patent number
US05807891

Reaction notes

Loading…