HCID 14010346, compound → HCID 14010345, compound

HRID 231853Notes

Reaction equation

HRID 231853 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-b23502ac8d7d415295a7f653c4b4c75d
Source dataset
uspto-grants-1989_07
Patent number
US04849453

Reaction notes

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