Acetic Anhydride → N-acetyl-N-ethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine

HRID 35707Notes

Reaction equation

HRID 35707 reaction equation
[CH2:1]([NH:3][CH:4]([C:6]1([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([Cl:17])[CH:11]=2)[CH2:9][CH2:8][CH2:7]1)[CH3:5])[CH3:2].Cl.C(NC(C1(C2C=CC(Cl)=C(Cl)C=2)CCC1)C)C.[OH-].[Na+].C(O[C:42](=[O:44])[CH3:43])(=O)C>>[C:42]([N:3]([CH:4]([C:6]1([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([Cl:17])[CH:11]=2)[CH2:9][CH2:8][CH2:7]1)[CH3:5])[CH2:1][CH3:2])(=[O:44])[CH3:43]

Participants

5

Reactant 4

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 13083300N-ethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamineHCID 13083301N-ethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine hydrochloride

Product 1

HCID 21270245N-acetyl-N-ethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine

Procedure

A mixture of N-ethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine (0.5 g prepared by treating the product of Example 21 with aqueous sodium hydroxide) and acetic anhydride (1 ml) was heated at 40°-45° C. for thirty minutes. The reaction mixture was basified and extracted with ether. The ether extract was washed, dried and evaporated to give N-acetyl-N-ethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine as an oil.

Workup

  1. customprepared
  2. temperaturewas heated at 40°-45° C. for thirty minutes
  3. extractionextracted with ether
  4. extractionThe ether extract
  5. washwas washed
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-3fb0f8c2a61c41308b69de82a74f6ca7
Source dataset
uspto-grants-1988_08
Patent number
US04767790

Reaction notes

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