Phosgene → HCID 15042228, compound

A mixture of 12 g (0.122 mol) of phosgene and 17 g (0.122 mol) of potassium carbonate in 350 ml of methylene chloride was stirred under nitrogen for 30 min then cooled in an ice water bath while 35.6 g (0.102 mol) of 1-(diphenylmethyl)-3-(2-chlorophenoxy)azetidine in 50 ml of methylene chloride was added dropwise. The reaction mixture was removed from the bath and stirred for 3 h; then treated with small pieces of ice to control the decomposition of the excess phosgene. When no further evolution of carbon dioxide was evident, the reaction mixture was treated with 20 ml of water and the methylene chloride solution decanted from the inorganic paste. After concentrating in vacuo, trituration of the residue (51 g) with hexane yielded, upon filtration, 20.7 g (82.5%) of white crystalline product, mp 80°-82° C. A sample was recrystallized from hexane for elemental analysis, mp 80°-82° C.

1. additionwas added dropwise
2. customThe reaction mixture was removed from the bath
3. stirringstirred for 3 h
4. additionthen treated with small pieces of ice
5. additionthe reaction mixture was treated with 20 ml of water
6. customthe methylene chloride solution decanted from the inorganic paste
7. concentrationAfter concentrating in vacuo, trituration of the residue (51 g) with hexane

ORD record

ord-03fea87057f347f6b0640ea3aa7340a6

Source dataset

uspto-grants-1992_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05095014