4-Chlorobenzoyl chloride → (4-Chlorophenyl)[1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hexan-3-yl]methanone

HRID 66277

Reaktionsgleichung

Reaktionsgleichung von HRID 66277
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]23[CH2:13][CH:12]2[CH2:11][NH:10][CH2:9]3)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[Cl:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1>C1C=CC=CC=1>[Cl:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([N:10]2[CH2:11][CH:12]3[C:8]([C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=4)([CH2:13]3)[CH2:9]2)=[O:26])=[CH:23][CH:22]=1

Komponenten

5

Edukt 3

HCID 85014-Chlorobenzoyl chlorideHCID 10340Sodium CarbonateHCID 101303311-(4-Chlorophenyl)-3-azabicyclo[3.1.0]hexane

Produkt 1

HCID 20468348(4-Chlorophenyl)[1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hexan-3-yl]methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A 19.35 g sample of 1-p-chlorophenyl-3-azabicyclo[3.1.0]hexane, 10.59 g of sodium carbonate and 17.5 g of p-chlorobenzoyl chloride are reacted in benzene. The benzene is evaporated and the dark purple residue is dissolved in 200 ml of chloroform and washed successively with 5% sodium carbonate, 0.5N hydrochloric acid and then with water and dried over sodium sulfate giving a dark purple oil. Addition of ether gives the product 3-p-chlorobenzoyl-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane as grey crystals, mp 98°-100° C.

Aufarbeitung

  1. customThe benzene is evaporated
  2. dissolutionthe dark purple residue is dissolved in 200 ml of chloroform
  3. washwashed successively with 5% sodium carbonate, 0.5N hydrochloric acid
  4. dry with materialwith water and dried over sodium sulfate giving a dark purple oil
  5. additionAddition of ether

Quellen und Nachweise

ORD-Eintrag
ord-a2b0bc96875c46f5a91b3eee54438da1
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04131611

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