Water → 7-Methoxy-4,5-dihydro-1H-benzo[D]azepin-2(3H)-one

HRID 2290220Notes

Reaction equation

HRID 2290220 reaction equation
Cl[CH2:2][C:3]([NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1)=[O:4].O>C(O)C>[CH3:15][O:14][C:10]1[CH:11]=[CH:12][C:13]2[CH2:2][C:3](=[O:4])[NH:5][CH2:6][CH2:7][C:8]=2[CH:9]=1

Participants

4

Reactant 2

HCID 962WaterHCID 214755Acetamide, 2-chloro-N-(m-methoxyphenethyl)-

Product 1

HCID 135206897-Methoxy-4,5-dihydro-1H-benzo[D]azepin-2(3H)-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A quantity of 3.1 gm (0.0136 mol) of N-chloroacetyl-N-(2-(3-methoxy-phenyl)-ethyl)-amine is dissolved in 270 ml of ethanol and 1530 ml of water and illuminated for ten hours under a nitrogen atmosphere with a mercury high pressure lamp at 20° to 25° C. The solution is concentrated down to about 400 ml, mixed with sodium bicarbonate, and extracted several times with ethyl acetate. The extracts are dried over magnesium sulfate and concentrated by evaporation, and the residue is purified over a silica gel column with ethyl acetate as eluant.

Workup

  1. concentrationThe solution is concentrated down to about 400 ml
  2. additionmixed with sodium bicarbonate
  3. extractionextracted several times with ethyl acetate
  4. dry with materialThe extracts are dried over magnesium sulfate
  5. concentrationconcentrated by evaporation
  6. customthe residue is purified over a silica gel column with ethyl acetate as eluant

Sources & evidence

ORD record
ord-2f611ba7ad884704a1902e721b77aad1
Source dataset
uspto-grants-1986_10
Patent number
US04616011

Reaction notes

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