Benzaldehyde → HCID 19766129, compound

HRID 1591042Notes

Reaction equation

HRID 1591042 reaction equation
[C:1]1([CH:7]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][NH:11][CH2:10][CH2:9][NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:19](=O)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(O)C>[C:1]1([CH:7]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][N:11]3[CH:19]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[N:8]2[CH2:9][CH2:10]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 13279663HCID 13279663, compound

Product 1

HCID 19766129HCID 19766129, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2 g (8.4 mmol) of 1,2,3,4,5,6-hexahydro-1-phenyl-2,5-benzodiazocine and 1.0 g (9.2 mmol) of benzaldehyde in 40 mL of ethanol was refluxed for 30 min, cooled on ice and the product filtered off. There was obtained 2.33 g of 3,4-dihydro-1,11-diphenyl-2,5-methano-1H,6H-2,5-benzodiazocine, mp 175°-176°.

Workup

  1. temperaturewas refluxed for 30 min
  2. temperaturecooled on ice
  3. filtrationthe product filtered off

Sources & evidence

ORD record
ord-42fd0db34dec4865be36248469a0b152
Source dataset
uspto-grants-1993_04
Patent number
US05206231

Reaction notes

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