HCID 18793505, compound → HCID 18793518, compound

HRID 1004763Notes

Reaction equation

HRID 1004763 reaction equation
[F:1][CH:2]([F:20])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:13])[C:11]#[N:12])=[CH:6][C:5]=1[O:14][CH:15]1[CH2:19][CH2:18][O:17][CH2:16]1>CO.N.[Ni]>[F:20][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:13])[CH2:11][NH2:12])=[CH:6][C:5]=1[O:14][CH:15]1[CH2:19][CH2:18][O:17][CH2:16]1

Participants

4

Reactant 1

HCID 18793505HCID 18793505, compound

Product 1

HCID 18793518HCID 18793518, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 21705897Ammonia methanolSolvent

Procedure

A mixture of intermediate 9 (0.0129 mol) in CH3OH/NH3 (100 ml) was hydrogenated at RT with Raney Nickel (3 g) as a catalyst. After uptake of H2, the catalyst was filtered off and the filtrate was evaporated, yielding 3.66 g (98%) of (±)-4-(difluoromethoxy)-β-methyl-3-[(tetrahydro-3-furanyl)oxy]benzeneethanamine (intermediate 10).

Workup

  1. filtrationAfter uptake of H2, the catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-07cb66af9dd34c99bd36454cd869e7be
Source dataset
uspto-grants-2000_04
Patent number
US06051718

Reaction notes

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