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

HRID 1109694ノート

反応式

HRID 1109694 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-586d105dc3704e77b6d2b9173fd40d2e
出典データセット
uspto-grants-1994_06
特許番号
US05322638

反応ノート

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