Ethanol → 4-Benzofuranol

HRID 16408

反応式

HRID 16408 の反応式
[O:1]1[C:5]2[CH2:6][CH2:7][CH2:8][C:9](=[O:10])[C:4]=2[CH:3]=[CH:2]1.C(O)C>[Pd].C1C2C(CCCC2)CCC1.C=CCCCCCCCCCC>[O:1]1[C:5]2=[CH:6][CH:7]=[CH:8][C:9]([OH:10])=[C:4]2[CH:3]=[CH:2]1

参加物

6

反応物 2

HCID 702EthanolHCID 27335414,5,6,7-Tetrahydro-1-benzofuran-4-one

生成物 1

HCID 116079214-Benzofuranol

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 7044Decalin溶媒HCID 81831-Dodecene溶媒

反応条件

温度
80 °C

実験手順

3.76 g (27.6 mmol) of 6,7-dihydro-1-benzofuran-4(5H)-one (prepared according to Tetrahedron Lett. 1994, 35, 6231) and 10% of palladium on activated carbon in 34 ml of decalin and 6 ml of dodecene are heated in a metal bath at 200° C. overnight. The mixture is cooled to 80° C., ethanol is added and the mixture is filtered off through CELITE (diatomaceous earth). The CELITE (diatomaceous earth) is washed twice with ethanol and the filtrate is concentrated. The residue, which still contains decalin and dodecene, is mixed with petroleum ether and cooled in an ice bath. An oily precipitate forms. The solvent is decanted off and the oil is purified by preparative HPLC.

後処理

  1. filtrationthe mixture is filtered off through CELITE (diatomaceous earth)
  2. washThe CELITE (diatomaceous earth) is washed twice with ethanol
  3. concentrationthe filtrate is concentrated
  4. additionThe residue, which still contains decalin and dodecene, is mixed with petroleum ether
  5. temperaturecooled in an ice bath
  6. customThe solvent is decanted off
  7. customthe oil is purified by preparative HPLC

出典と根拠

ORDレコード
ord-e53e6d184e694ac9ab2df5d78b9d045c
出典データセット
uspto-grants-2010_06
特許番号
US07737153B2

関連ノート

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