Tetrahydrofuran → 4-(4-Formylcyclohexyl)benzonitrile

HRID 1111498

反応式

HRID 1111498 の反応式
C[O:2][CH:3]=[C:4]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1.O1CCCC1>O>[C:14]([C:13]1[CH:16]=[CH:17][C:10]([CH:7]2[CH2:8][CH2:9][CH:4]([CH:3]=[O:2])[CH2:5][CH2:6]2)=[CH:11][CH:12]=1)#[N:15]

参加物

4

反応物 2

HCID 8028TetrahydrofuranHCID 19739357p-[4-(Methoxymethylene)cyclohexyl]benzonitrile

生成物 1

HCID 117698294-(4-Formylcyclohexyl)benzonitrile収率 100%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4.2 g of p-[4-(methoxymethylene)cyclohexyl]benzonitrile and 100 ml of tetrahydrofuran/2N hydrochloric acid (vol. 4:1) was heated to reflux for 30 minutes in a round flask. The mixture was subsequently poured into 100 ml of water and extracted three times with 100 ml of diethyl ether each time The organic phases were washed once with 100 ml of water, dried over magnesium sulphate and concentrated There were obtained 3.9 g (100%) of 4-(p-cyanophenyl)cyclohexanecarboxaldehyde as a colourless oil which was used in the next step without further purificarion: trans/cis ratio about 3:1, Rf-value (ethyl acetate/petroleum ether, vol. 3:7) 0.41. By recrystallization from hexane there could be obtained pure trans-4 (p-cyanophenyl)cyclohexanecarboxaldehyde; m.p. 57.1° C.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 30 minutes in a round flask
  3. extractionextracted three times with 100 ml of diethyl ether each time The organic phases
  4. washwere washed once with 100 ml of water
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated There

出典と根拠

ORDレコード
ord-b1a963f121af4e11a3e10c9c616588d7
出典データセット
uspto-grants-1990_12
特許番号
US04980486

関連ノート

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