2-Phenylethanol → HCID 16580788, compound

HRID 1730356Notes

Reaction equation

HRID 1730356 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. 2g.) 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-2700b6eca1214ff792b1132d0ff3ab36
Source dataset
uspto-grants-1976_11
Patent number
US03992389

Reaction notes

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