Ethanol → 4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol

HRID 982972

反応式

HRID 982972 の反応式
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:16]2[CH2:25][CH2:24][C:19]3([O:23][CH2:22][CH2:21][O:20]3)[CH2:18][CH:17]=2)=[C:13]([OH:15])[CH:14]=1)C1C=CC=CC=1.O1CCCC1.C(O)C>ClCCl.[Pd]>[O:20]1[C:19]2([CH2:24][CH2:25][CH:16]([C:12]3[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][C:13]=3[OH:15])[CH2:17][CH2:18]2)[O:23][CH2:22][CH2:21]1

参加物

6

反応物 3

HCID 702EthanolHCID 8028TetrahydrofuranHCID 117392405-(Benzyloxy)2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol

生成物 1

HCID 99212574-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol収率 95.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6344Dichloromethane溶媒

実験手順

A round bottomed flask equipped with magnetic stirrer was charged with 5-(benzyloxy)-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol (14.5 g, 42.8 mmol) and tetrahydrofuran (50 ml). The stirred mixture was gently heated until a solution formed, after which the solution was allowed to cool to room temperature. Ethanol (100 ml) and palladium (4.54 g, 10% on activated carbon) were added sequentially. The reaction vessel was then evacuated, placed under a hydrogen atmosphere and stirred vigorously for 24 hr. The reaction mixture was filtered through a celite plug, washing with ethyl acetate. The filtrate was concentrated in vacuo to give an off white solid. The crude solid was slurried in dichloromethane (200 ml), then collected on a sinter, affording the title compound (10.2 g, 95%) as a white solid. m/z(ES+)251(M+H+).

後処理

  1. customA round bottomed flask equipped with magnetic stirrer
  2. temperatureThe stirred mixture was gently heated until a solution
  3. customformed
  4. customThe reaction vessel was then evacuated
  5. filtrationThe reaction mixture was filtered through a celite plug
  6. washwashing with ethyl acetate
  7. concentrationThe filtrate was concentrated in vacuo
  8. customto give an off white solid
  9. customcollected on a sinter

出典と根拠

ORDレコード
ord-ee214bcd03d941fa890ad3d48d42534f
出典データセット
uspto-grants-2005_03
特許番号
US06861564B2

関連ノート

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