Sodium Carbonate → HCID 12891373, compound

HRID 371936Notes

Reaction equation

HRID 371936 reaction equation
[C:1]1([C:7]23[CH2:12][CH:11]2[CH2:10][NH:9][CH2:8]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH:19]1([C:25](Cl)=[O:26])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>C1C=CC=CC=1.O>[CH:19]1([C:25]([N:9]2[CH2:10][CH:11]3[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)([CH2:12]3)[CH2:8]2)=[O:26])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 75938Cyclohexanecarbonyl chlorideHCID 101300941-Phenyl-3-azabicyclo[3.1.0]hexane

Product 1

HCID 12891373HCID 12891373, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolvent2×HCID 962WaterSolvent

Procedure

A 6.4 g. portion of 1-phenyl-3-azabicyclo[3.1.0]hexane is added to 60 ml. of benzene. A 4.2 g. portion of sodium carbonate in 40 ml. of water is added with stirring. A 5.9 g. portion of cyclohexylcarbonyl chloride in 40 ml. of benzene is added and the mixture is stirred overnight. The oily solid in the aqueous layer is extracted with chloroform. The extracts are washed with water and dilute hydrochloric acid, dried over magnesium sulfate, filtered and evaporated. The oily residue is extracted with ether giving a white solid as the product, mp 81°-82° C.

Workup

  1. stirringthe mixture is stirred overnight
  2. extractionThe oily solid in the aqueous layer is extracted with chloroform
  3. washThe extracts are washed with water and dilute hydrochloric acid
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. extractionThe oily residue is extracted with ether giving a white solid as the product, mp 81°-82° C.

Sources & evidence

ORD record
ord-fb04eed914d54a52a948ab3af9db75c4
Source dataset
uspto-grants-1978_05
Patent number
US04088652

Reaction notes

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