Ethyl chloroformate → HCID 20391648, compound

HRID 1863480Notes

Reaction equation

HRID 1863480 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].C([N:14]1[CH2:19][CH2:18][O:17][CH:16]([CH:20]=[C:21]2[C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[CH2:25][CH2:24][C:23]3[CH:32]=[CH:33][CH:34]=[CH:35][C:22]2=3)[CH2:15]1)C1C=CC=CC=1>C1C=CC=CC=1>[CH2:5]([O:4][C:2]([N:14]1[CH2:19][CH2:18][O:17][CH:16]([CH:20]=[C:21]2[C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[CH2:25][CH2:24][C:23]3[CH:32]=[CH:33][CH:34]=[CH:35][C:22]2=3)[CH2:15]1)=[O:3])[CH3:6]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 13308995HCID 13308995, compound

Product 1

HCID 20391648HCID 20391648, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Ethyl chloroformate (3.6 g) was added to 5-(4-benzylmorpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (3.13 g) in anhydrous benzene at room temperature, and the resulting mixture was heated under reflux for 5.5 hours. After cooling, the mixture was washed with a saturated aqueous sodium bicarbonate solution and water, dried and evaporated to afford 5-(4-ethoxycarbonylmorpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]-cycloheptene as oily material.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 5.5 hours
  3. temperatureAfter cooling
  4. washthe mixture was washed with a saturated aqueous sodium bicarbonate solution and water
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-1c2527918eba4dc7a6698775d30a9855
Source dataset
uspto-grants-1979_09
Patent number
US04169146

Reaction notes

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