2H-Azepine, 3,4,5,6-tetrahydro-7-methoxy- → HCID 178463294, compound

HRID 461024Notes

Reaction equation

HRID 461024 reaction equation
[ClH:1].[CH3:2][CH:3]([NH2:18])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1.CO[C:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][N:27]=1>C(O)C>[ClH:1].[CH3:2][CH:3]([N:18]=[C:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27]1)[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 756572H-Azepine, 3,4,5,6-tetrahydro-7-methoxy-HCID 13012107alpha-Methyl-p-phenethylbenzylamine hydrochloride

Product 1

HCID 178463294HCID 178463294, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
-20 °C

Procedure

A mixture of 15.0 g of α-methyl-p-phenethylbenzylamine hydrochloride and 25 ml of O-methylcaprolactim is stirred into a slurry and allowed to stand at room temperature for 4 days with occasional stirring. Small portions of absolute ethanol are added to keep the slurry stirrable. The mixture is then cooled to -20° C., the precipitate is collected, washed with small portions of absolute ether and recrystallized from a mixture of acetone-methanol to yield 15.7 g (76% yield) of the desired product, M.P. 230°-231° C.

Workup

  1. customthe precipitate is collected
  2. washwashed with small portions of absolute ether
  3. customrecrystallized from a mixture of acetone-methanol

Sources & evidence

ORD record
ord-7524a2b6a5764493b2ff9308b5e56007
Source dataset
uspto-grants-1977_12
Patent number
US04061746

Reaction notes

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