Toluene → ethyl cyano-[4-(1E-pentenyl)cyclohexylidene]acetate

HRID 1109694노트

반응식

HRID 1109694 반응식
[CH:1](/[CH:6]1[CH2:11][CH2:10][C:9](=O)[CH2:8][CH2:7]1)=[CH:2]\[CH2:3][CH2:4][CH3:5].[C:13]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])#[N:14].C1(C)C=CC=CC=1.C([O-])(=O)C.[NH2+]1CCCCC1>O>[C:13]([C:15](=[C:9]1[CH2:10][CH2:11][CH:6](/[CH:1]=[CH:2]/[CH2:3][CH2:4][CH3:5])[CH2:7][CH2:8]1)[C:16]([O:18][CH2:19][CH3:20])=[O:17])#[N:14]

참가 물질

6

반응물 4

HCID 1140TolueneHCID 7764Ethyl cyanoacetateHCID 3014295Piperidinium acetateHCID 190192404-(1E-pentenyl)cyclohexanone

생성물 1

HCID 19019238ethyl cyano-[4-(1E-pentenyl)cyclohexylidene]acetate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 33.3 g of 4-(1E-pentenyl)cyclohexanone (prepared in accordance with EP-A-168683), 42 ml of ethyl cyanoacetate, 300 ml of toluene and 2.9 g of piperidinium acetate is boiled for 1.5 hours on a water separator. After cooling the reaction mixture is washed with three 50 ml portions of water, dried over sodium sulphate and concentrated. Chromatographic purification of the residue on 750 g of silica gel with hexane/ethyl acetate (vol. 19:1) gives ethyl cyano-[4-(1E-pentenyl)cyclohexylidene]-acetate.

후처리

  1. temperatureAfter cooling the reaction mixture
  2. washis washed with three 50 ml portions of water
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated
  5. customChromatographic purification of the residue on 750 g of silica gel with hexane/ethyl acetate (vol. 19:1)

출처 및 근거

ORD 기록
ord-586d105dc3704e77b6d2b9173fd40d2e
출처 데이터셋
uspto-grants-1994_06
특허 번호
US05322638

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