2-Phenylethanol → HCID 16580788, compound

HRID 437245Notes

Reaction equation

HRID 437245 reaction equation
[C:1]1([CH2:7][CH2:8]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:10]([NH:18][CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>[Ni].C1(C)C(C)=CC=CC=1>[C:10]([NH:18][CH:19]1[CH2:24][CH2:23][N:22]([CH2:8][CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:21][CH2:20]1)(=[O:17])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 2

HCID 60542-PhenylethanolHCID 118120N-4-Piperidylbenzamide

Product 1

HCID 16580788HCID 16580788, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 7237O-XyleneSolvent

Procedure

2-Phenylethanol (0.61 g., 0.005 mole), 4-benzamidopiperidine (1.02 g., 0.005 mole) and Raney Nickel (W7, ca. 2 g.) were stirred in xylene (50 ml.) and the mixture boiled under reflux for 16 hours. Liberated water was removed by means of a Dean and Stark apparatus. Filtration of the hot mixture provided a yellow solution which was stored at room temperature until crystallisation was complete. The title compound was obtained as cream needles (0.85 g.), m.p. 164°-7° C.

Workup

  1. temperatureunder reflux for 16 hours
  2. customLiberated water was removed by means of a Dean and Stark apparatus
  3. filtrationFiltration of the hot mixture
  4. customprovided a yellow solution which
  5. customwas stored at room temperature until crystallisation

Sources & evidence

ORD record
ord-94892cee0cdc443c8d8a14208b215d52
Source dataset
uspto-grants-1977_06
Patent number
US04029801

Reaction notes

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