Dimethylamine → HCID 9840167, compound

HRID 2371734Notes

Reaction equation

HRID 2371734 reaction equation
[Cl:1][C:2]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:3]=1[O:4][CH:5]1[CH2:8][N:7]([C:9](Cl)=[O:10])[CH2:6]1.[CH3:20][NH:21][CH3:22]>O1CCCC1.O>[Cl:1][C:2]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:3]=1[O:4][CH:5]1[CH2:8][N:7]([C:9]([N:21]([CH3:22])[CH3:20])=[O:10])[CH2:6]1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 15042205HCID 15042205, compound

Product 1

HCID 9840167HCID 9840167, compoundYield 83.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 5 g (0.016 mol) of 3-[2-chloro-4-(trifluoromethyl)phenoxy]-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was treated with 5.5 ml (0.048 mol) of 40% aqueous dimethylamine. After stirring for 16 h, the reaction mixture was diluted with 200 ml of water and the solid which precipitated was collected by filtration (4.8 g). The crude product was crystallized from benzene/ligroin to yield 4.3 g (83.3%) of fine white crystals, mp 106°-108° C.

Workup

  1. customthe solid which precipitated
  2. filtrationwas collected by filtration (4.8 g)
  3. customThe crude product was crystallized from benzene/ligroin

Sources & evidence

ORD record
ord-eff84d02eb7b454a9eb691d5bc87a7e4
Source dataset
uspto-grants-1992_03
Patent number
US05095014

Reaction notes

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