Methanol → HCID 14500560, compound

HRID 1761511Notes

Reaction equation

HRID 1761511 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[O:9])=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18].CO.[BH4-].[Na+]>C(O)(=O)C>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)[OH:9])=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18]

Participants

5

Reactant 3

HCID 887MethanolHCID 30155674-Amino-4'-fluoro-3-nitrobenzophenoneHCID 4311764Sodium borohydride

Product 1

HCID 14500560HCID 14500560, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 20 parts of (4-amino-3-nitrophenyl)(4-fluorophenyl)methanone in 120 parts of methanol were added 3.8 parts of sodium tetrahydroborate. The whole was stirred for 30 minutes at room temperature. 12 Parts of acetic acid were added and the mixture was stirred for 15 minutes. After evaporation, water was added to the residue. The product was extracted with 2,2'-oxybispropane. The extract was dried, filtered and evaporated, yielding 20 parts (99%) of 4-amino-α-(4-fluorophenyl)-3-nitrobenzenemethanol as a residue (int. 3).

Workup

  1. stirringthe mixture was stirred for 15 minutes
  2. customAfter evaporation, water
  3. additionwas added to the residue
  4. extractionThe product was extracted with 2,2'-oxybispropane
  5. customThe extract was dried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-44b28b883bb341a0a639fef30b3b7192
Source dataset
uspto-grants-1989_05
Patent number
US04826862

Reaction notes

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