Ethyl chloroformate → HCID 54490095, compound

HRID 1764725Notes

Reaction equation

HRID 1764725 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[CH3:7][N:8](C)[CH2:9][CH:10]1[CH:16]=[CH:15][C:14]2[CH:17]=[C:18]([N+:21]([O-:23])=[O:22])[CH:19]=[CH:20][C:13]=2[CH2:12][CH2:11]1>C1C=CC=CC=1>[CH3:7][N:8]([CH2:9][CH:10]1[CH:16]=[CH:15][C:14]2[CH:17]=[C:18]([N+:21]([O-:23])=[O:22])[CH:19]=[CH:20][C:13]=2[CH2:12][CH2:11]1)[C:2](=[O:3])[O:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 53947568HCID 53947568, compound

Product 1

HCID 54490095HCID 54490095, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

50 ml of ethyl chloroformate were added dropwise over 5 minutes at 20° C. under nitrogen to a mixture of 7.9 g of N,N-dimethyl-2-nitro-6,7-dihydro [5H] benzocycloheptene-7-methanamine in 50 ml of benzene and the mixture was refluxed for 2 hours and then evaporated to dryness. The residue was extracted with ether and the ether phase was washed with N hydrochloric acid solution and then with water, was dried and distilled to dryness under reduced pressure to obtain 9 g of ethyl methyl-[(2-nitro-6,7-dihydro [5H] benzocycloheptene-7-yl) methyl]-carbamate in the form of a yellow oil.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. customevaporated to dryness
  3. extractionThe residue was extracted with ether
  4. washthe ether phase was washed with N hydrochloric acid solution
  5. dry with materialwith water, was dried
  6. distillationdistilled to dryness under reduced pressure

Sources & evidence

ORD record
ord-7b034f3419574216b3a1cef357be521d
Source dataset
uspto-grants-1978_09
Patent number
US04117164

Reaction notes

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