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Sulfuric Acid → 4-Oxo-1-(p-tolyl)cyclohexanecarbonitrile

HRID 462288
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HRID 462288 반응식
C([CH:5]1[CH2:10][C:9]([C:18]#[N:19])([C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=2)[CH2:8][CH2:7][C:6]1=[O:20])(OC)=O.C(C1CC(C2C=CC(Cl)=CC=2)(C#N)CCC1=O)(OC)=O.S(=O)(=O)(O)O>C(O)(=O)C>[C:18]([C:9]1([C:11]2[CH:12]=[CH:13][C:14]([CH3:17])=[CH:15][CH:16]=2)[CH2:10][CH2:5][C:6](=[O:20])[CH2:7][CH2:8]1)#[N:19]
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참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 122302342-Carbomethoxy-4-(p-chlorophenyl)-4-cyanocyclohexanoneHCID 125955282-Carbomethoxy-4-cyano-4-(p-tolyl)cyclohexanone

생성물 1

HCID 125955384-Oxo-1-(p-tolyl)cyclohexanecarbonitrile수율 74%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Following the procedure of Example 1, Part C, but substituting 39.3 gm. (0.145 mole) of 2-carbomethoxy-4-cyano-4-(p-tolyl)cyclohexanone (prepared in Part B, above) for the 29.8 gm. of the 2-carbomethoxy-4-(p-chlorophenyl)-4-cyanocyclohexanone and using 960 ml. glacial acetic acid and 480 ml. of 10 percent aqueous sulfuric acid instead of the 660 ml. and 330 ml., respectively, there is obtained after recrystallization from a mixture of diethyl ether and petroleum ether 22.84 gm. (74% yield) of 4-cyano-4-(p-tolyl)cyclohexanone having a melting range at 79° to 82° C.

후처리

  1. custom, respectively, there is obtained
  2. customafter recrystallization
  3. additionfrom a mixture of diethyl ether and petroleum ether 22.84 gm

출처 및 근거

ORD 기록
ord-c8a55ff6522d4b05bc0cef0130f80baf
출처 데이터셋
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04065573

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