HCID 14010346, compound → HCID 14010345, compound

HRID 2308741Notes

Reaction equation

HRID 2308741 reaction equation
Cl.[OH:2][C:3]1[CH:4]=[C:5]([CH:9]([OH:24])[CH2:10][NH:11][C:12]([CH3:23])([CH3:22])[CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[CH:6]=[CH:7][CH:8]=1>[Ni].C(O)C>[OH:2][C:3]1[CH:4]=[C:5]([CH:9]([OH:24])[CH2:10][NH:11][C:12]([CH3:22])([CH3:23])[CH2:13][CH2:14][C:15]2[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 14010346HCID 14010346, compound

Product 1

HCID 14010345HCID 14010345, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A solution of 10.0 g. of the product thus produced in 200 ml. of ethanol containing 3.0 g. of Raney Nickel was shaken for two hours at 25° C. under hydrogen at 44 psi. The reaction mixture was then filtered, and the solvent was removed from the filtrate by evaporation under reduced pressure to give a white solid. The solid was triturated with ethyl acetate and air dried to provide 5.9 g. of 1-(3-hydroxyphenyl)-2-[1,1-dimethyl-3-(4-fluorophenyl)propylamino]ethanol hydrochloride. M.P. 196.5°-198.5° C.

Workup

  1. customof the product thus produced in 200 ml
  2. filtrationThe reaction mixture was then filtered
  3. customthe solvent was removed from the filtrate by evaporation under reduced pressure
  4. customto give a white solid
  5. customThe solid was triturated with ethyl acetate and air
  6. customdried
  7. customto provide 5.9 g

Sources & evidence

ORD record
ord-63cef818e0ba4c928506cb8570d04c05
Source dataset
uspto-grants-1987_09
Patent number
US04690951

Reaction notes

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