Methanol → 2-Amino-4-(trifluoromethyl)phenol

HRID 1968959Notes

Reaction equation

HRID 1968959 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[OH:14])([O-])=O.CO>C(O)C.[Pd]>[NH2:1][C:4]1[CH:9]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:7]=[CH:6][C:5]=1[OH:14]

Participants

5

Reactant 2

HCID 887MethanolHCID 98162-Nitro-4-(trifluoromethyl)phenol

Product 1

HCID 1202462-Amino-4-(trifluoromethyl)phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-nitro-4-(trifluoromethyl)phenol (100 mg, 0.483 mmol) in ethanol (10 mL) was pumped through an H-cube™ hydrogenator CatCart (Pd/C, 30×4 mm) at a flow rate of 1 mL/min at 40° C. and 40 psi, topping up the solution with methanol (10×1 mL) when it was running low. The collected solution was evaporated to dryness to give an off-white solid (88 mg, assume quantitative yield). The material was carried forward without further purification.

Workup

  1. customThe collected solution was evaporated to dryness
  2. customto give an off-white solid (88 mg, assume quantitative yield)
  3. customThe material was carried forward without further purification

Sources & evidence

ORD record
ord-7efe96a7eda74ca488c5134275fef75f
Source dataset
uspto-grants-2013_04
Patent number
US08426443B2

Reaction notes

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