Piperidine → 2-(Pyridin-4-ylmethylidene)-3,4-dihydronaphthalen-1-one

HRID 1580161Notes

Reaction equation

HRID 1580161 reaction equation
[CH2:1]1[CH2:11][C:9](=[O:10])[C:8]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:2]1.[N:12]1[CH:17]=[CH:16][C:15]([CH:18]=O)=[CH:14][CH:13]=1.N1CCCCC1>C(O)(=O)C>[N:12]1[CH:17]=[CH:16][C:15]([CH:18]=[C:11]2[CH2:1][CH2:2][C:3]3[C:8](=[CH:7][CH:6]=[CH:5][CH:4]=3)[C:9]2=[O:10])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 107241-TetraloneHCID 133894-Pyridinecarboxaldehyde

Product 1

HCID 27327162-(Pyridin-4-ylmethylidene)-3,4-dihydronaphthalen-1-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 73.0 grams (0.50 moles) of α-tetralone, 64.2 grams (0.60 moles) of 4-pyridinecarboxaldehyde, 10 grams of piperidine and 10 grams of acetic acid are heated at 80° for 19 hours. The resultant solid is crystallized from about 400 ml. of ethanol to give 2-(4-pyridylmethylene)- 1-tetralone; (m.p. 112°-114°C).

Workup

  1. temperatureare heated at 80° for 19 hours
  2. customThe resultant solid is crystallized from about 400 ml

Sources & evidence

ORD record
ord-40b25525dc954f0f82aa11e588b440a5
Source dataset
uspto-grants-1976_01
Patent number
US03932430

Reaction notes

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