HCID 68578522, compound → HCID 68578218, compound

HRID 886955Notes

Reaction equation

HRID 886955 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]([C:5]1[C:15]2[O:14][CH2:13][CH2:12][N:11]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)=[CH2:4]>[Pd].CO>[F:24][C:2]([F:1])([F:23])[CH:3]([C:5]1[C:15]2[O:14][CH2:13][CH2:12][N:11]([C:16]([O:18][C:19]([CH3:21])([CH3:20])[CH3:22])=[O:17])[CH2:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)[CH3:4]

Participants

4

Reactant 1

HCID 68578522HCID 68578522, compound

Product 1

HCID 68578218HCID 68578218, compoundYield 33.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of tert-butyl 9-[1-(trifluoromethyl)ethenyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (300 mg, 0.874 mmol) and 10% palladium on carbon (50.0 mg) in methanol (6 ml) was stirred under a hydrogen atmosphere for 12 hr. The reaction mixture was filtered, and the filtrate was concentrated. The residue was poured into water, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the desired product (100 mg, 33.1%) as an oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. additionThe residue was poured into water
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe extract was dried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-5f6ecd0cf86b499d815f18308991e46f
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

Loading…