Ethyl chloroformate → 11-Methoxy-1,2,4,5-tetrahydro-3-azepino[4,5-b]quinoline-carboxylic acid ethyl ester

HRID 1288190Notes

Reaction equation

HRID 1288190 reaction equation
C([N:8]1[CH2:22][CH2:21][C:20]2[C:11](=[N:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:19]=2[O:23][CH3:24])[CH2:10][CH2:9]1)C1C=CC=CC=1.Cl[C:26]([O:28][CH2:29][CH3:30])=[O:27]>C(Cl)(Cl)Cl>[CH2:29]([O:28][C:26]([N:8]1[CH2:22][CH2:21][C:20]2[C:11](=[N:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:19]=2[O:23][CH3:24])[CH2:10][CH2:9]1)=[O:27])[CH3:30]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 215034813-benzyl-11-methoxy-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline

Product 1

HCID 5380140911-Methoxy-1,2,4,5-tetrahydro-3-azepino[4,5-b]quinoline-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 3.7 gm (11.6 millimols) of 3-benzyl-11-methoxy-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline, 1.1 ml (11.6millimols) of ethyl chloroformate and 35 ml of chloroform was stirred at 5° for 24 hours. After evaporation, the residue was chromatographed on silicagel with toluene/acetone (8:1) as the eluant.

Workup

  1. customAfter evaporation
  2. customthe residue was chromatographed on silicagel with toluene/acetone (8:1) as the eluant

Sources & evidence

ORD record
ord-906afbda42f54deb92f7a99791574f45
Source dataset
uspto-grants-1976_10
Patent number
US03987047

Reaction notes

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