HCID 86639419, compound → HCID 86639418, compound

HRID 1690184Notes

Reaction equation

HRID 1690184 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([O:24][CH2:25][O:26][CH3:27])([C:20]([F:23])([F:22])[F:21])[C:16]([F:19])([F:18])[F:17])=[CH:11][C:10]=2[CH2:28][CH2:29][CH3:30])[CH:5]=[CH:4][C:3]=1[N+:31]([O-])=O>CO.[C].[Pd]>[CH3:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([O:24][CH2:25][O:26][CH3:27])([C:16]([F:17])([F:18])[F:19])[C:20]([F:21])([F:22])[F:23])=[CH:11][C:10]=2[CH2:28][CH2:29][CH3:30])[CH:5]=[CH:4][C:3]=1[NH2:31]

Participants

4

Reactant 1

HCID 86639419HCID 86639419, compound

Product 1

HCID 86639418HCID 86639418, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-methyl-4-[2-propyl-4-(2,2,2-trifluoro-1-methoxymethoxy-1-trifluoromethyl-ethyl)-phenoxy]-1-nitrobenzene (293 mg, 0.609 mmol) in methanol (3.0 mL), palladium carbon (29 mg) was added and the resultant mixture was stirred for 3 hours under a hydrogen atmosphere. The reaction solution was filtered using celite, concentrated in vacuo, and 2-methyl-4-[2-propyl-4-(2,2,2-trifluoro-1-methoxymethoxy-1-trifluoromethyl-ethyl)-phenoxy]-phenylamine (274 mg, yield >100%) was obtained as a red-purple oil.

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9b0c374e52cc4426befe2c7ce50fc000
Source dataset
uspto-grants-2012_04
Patent number
US08153634B2

Reaction notes

Loading…