Ethanol → HCID 70431325, compound

HRID 247109Notes

Reaction equation

HRID 247109 reaction equation
C[NH2:2].C([C:5]1[CH:10]2[CH2:11][CH2:12][CH:7]([CH2:8][CH2:9]2)[C:6]=1[C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=1)=O.[CH2:21](O)[CH3:22]>ClCCl>[Cl:20][C:15]1[CH:14]=[C:13]([C:6]2[CH:7]3[CH2:8][CH2:9][CH:10]([C:5]=2[NH:2][CH:21]=[CH2:22])[CH2:11][CH2:12]3)[CH:18]=[CH:17][C:16]=1[Cl:19]

Participants

5

Reactant 3

HCID 702EthanolHCID 6329MethylamineHCID 201616113-(3,4-Dichlorophenyl)bicyclo[2.2.2]oct-2-ene-2-carbaldehyde

Product 1

HCID 70431325HCID 70431325, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 33% solution of methylamine in ethanol (250 ml) was added in one lot to 3-formyl-2-(3,4-dichlorophenyl)bicyclo[2,2,2]oct-2-ene (25 g; 0.089 m) in dichloromethane (50 ml) at 0° C. After 1 hour, the solution was evaporated to yield an oil. Yield 26 g. (100%). An infrared spectrum showed complete loss of the carbonyl group. A peak at 1630 cm-1 indicated the presence of an imine (--CH=N--Me group). M+ 293/295.

Workup

  1. customthe solution was evaporated
  2. customto yield an oil

Sources & evidence

ORD record
ord-8db462e7dd2e436e82a6d961f0b36004
Source dataset
uspto-grants-1987_11
Patent number
US04705807

Reaction notes

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