Methanol → HCID 19875844, compound

HRID 1086200Notes

Reaction equation

HRID 1086200 reaction equation
[BH4-].[Na+].[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])=[O:11])=[CH:6][C:5]=1[N+:19]([O-:21])=[O:20].CO>O>[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])[OH:11])=[CH:6][C:5]=1[N+:19]([O-:21])=[O:20]

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 54009844HCID 54009844, compound

Product 1

HCID 19875844HCID 19875844, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.61 Parts of sodium tetrahydroborate were added dropwise to a stirred solution of 11 parts of (4-amino-3-nitrophenyl) (2-fluorophenyl)methanone in 120 parts of methanol. Upon complete addition, stirring was continued for 1 hour at room temperature. The reaction mixture was poured into water and the product was extracted three times with 75 parts of trichloromethane. The combined extracts were dried, filtered and evaporated, yielding 11.3 parts (100%) of 4-amino-α-(2-fluorophenyl)-3-nitrobenzenemethanol as a residue (interm. 26).

Workup

  1. additionUpon complete addition
  2. extractionthe product was extracted three times with 75 parts of trichloromethane
  3. customThe combined extracts were dried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-e2d4af8bd6984b7fbb864ecb4e5b00b4
Source dataset
uspto-grants-1991_07
Patent number
US05028606

Reaction notes

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