Methanol → HCID 19875844, compound

HRID 1886347Notes

Reaction equation

HRID 1886347 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-6a89fed1e39d4a2da642459ba2dcc913
Source dataset
uspto-grants-1992_09
Patent number
US05151421

Reaction notes

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