Tetrahydrofuran → 4-(4-Bromophenyl)-cyclohexanecarboxaldehyde

HRID 1975615노트

반응식

HRID 1975615 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 190979014-(4-Bromophenyl)-cyclohexanecarboxaldehyde수율 95.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1ccd38fd5d124569bac9e683f3bf82a6
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05288428

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