3,5-Difluorobenzoyl chloride → HCID 58181203, compound

HRID 469338Notes

Reaction equation

HRID 469338 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([F:11])[CH:10]=1)[C:5](Cl)=[O:6].[CH3:12][C:13]1[C:18]2[NH:19][C:20](=[O:22])[O:21][C:17]=2[CH:16]=[CH:15][CH:14]=1.[Cl-].[Cl-].[Cl-].[Al+3]>>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([F:11])[CH:10]=1)[C:5]([C:15]1[CH:14]=[C:13]([CH3:12])[C:18]2[NH:19][C:20](=[O:22])[O:21][C:17]=2[CH:16]=1)=[O:6]

Participants

4

Reactant 3

HCID 1456003,5-Difluorobenzoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 127093364-Methyl-3H-benzooxazol-2-one

Product 1

HCID 58181203HCID 58181203, compound

Procedure

1.45 g (8.21 mmol) 3,5-difluorobenzoic acid chloride, 1.22 g (8.21 mmol) 4-methyl-3H-benzoxazol-2-one and 4.40 g (33.0 mmol) aluminium trichloride were heated to 125° C. for 1.5 h with stirring. The mixture was mixed with ice water and the product precipitated as a solid was suction filtered and washed with water. After trituration of the precipitate with MeOH it was suction filtered, washed with MeOH and dried i. vac.

Workup

  1. customthe product precipitated as a solid
  2. filtrationfiltered
  3. washwashed with water
  4. filtrationfiltered
  5. washwashed with MeOH
  6. customdried i

Sources & evidence

ORD record
ord-761dad4c90af4b42a266ff7560552253
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

Loading…