Ethyl chloroformate → HCID 20326661, compound

HRID 596167Notes

Reaction equation

HRID 596167 reaction equation
C([N:8]1[CH2:14][CH2:13][C:12]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[O:11][CH2:10][CH2:9]1)C1C=CC=CC=1.Cl[C:28]([O:30][CH2:31][CH3:32])=[O:29]>C(Cl)Cl>[C:28]([N:8]1[CH2:14][CH2:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:11][CH2:10][CH2:9]1)([O:30][CH2:31][CH3:32])=[O:29]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 203266454-Benzyl-7,7-diphenyl-1,4-oxazepane

Product 1

HCID 20326661HCID 20326661, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To the solution of 30.25 g of 4-benzyl-7,7-diphenylhexahydro-1,4-oxazepine in 300 ml of methylene chloride, that of 10.4 g of ethyl chloroformate in 100 ml of methylene chloride is added dropwise while stirring. After 30 minutes the mixture is allowed to warm up to room temperature and stirred for 15 hours. It is successively washed twice with 50 ml of N hydrochloric acid, 50 ml of N aqueous sodium hydroxide and 50 ml of saturated sodium chloride each, dried, filtered and evaporated. The residue is recrystallized from hexane, to yield the 4-carbethoxy-7,7-diphenylhexahydro-1,4-oxazepine melting at 122° to 123°.

Workup

  1. stirringstirred for 15 hours
  2. washIt is successively washed twice with 50 ml of N hydrochloric acid, 50 ml of N aqueous sodium hydroxide and 50 ml of saturated sodium chloride each,
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue is recrystallized from hexane

Sources & evidence

ORD record
ord-f8d7a11fc089466589b451d2bb867662
Source dataset
uspto-grants-1977_03
Patent number
US04010166

Reaction notes

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