Tetrahydrofuran → 4-(4-Bromophenyl)-cyclohexanecarboxaldehyde

HRID 1975615ノート

反応式

HRID 1975615 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][C:11](=[CH:14][O:15]C)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.O1CCCC1>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][CH2:10][CH:11]([CH:14]=[O:15])[CH2:12][CH2:13]2)=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 8028TetrahydrofuranHCID 190979141-Bromo-4-[4-(methoxymethylidene)cyclohexyl]benzene

生成物 1

HCID 190979014-(4-Bromophenyl)-cyclohexanecarboxaldehyde収率 95.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 10.4 g of 1-bromo-4-[4-(methoxymethyli-dene)cyclohexyl]benzene and 100 ml of tetrahydrofuran/2N hydrochloric acid (vol. 4:1) was heated to reflux for 30 minutes in a round flask. Subsequently, the reaction mixture was poured into 100 ml of water and extracted three times with 100 ml of diethyl ether each time. The organic phases were washed with 100 ml of water, dried over magnesium sulphate and concentrated. There were obtained 9.4 g of 4-(4-bromophenyl)cyclohexanecarboxaldehyde as white crystals; trans/cis ratio about 5:3.

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
  4. washThe organic phases were washed with 100 ml of water
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-1ccd38fd5d124569bac9e683f3bf82a6
出典データセット
uspto-grants-1994_02
特許番号
US05288428

反応ノート

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