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Ethylene Glycol → 3-[2-Benzyloxy-4-(1,1-dimethylheptyl)phenyl]cyclohex-3-en-1-one ethylene ketal

HRID 1758173
ノート
印刷プレビュー

反応式

HRID 1758173 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]([CH3:23])([CH3:22])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:12]=[CH:11][C:10]=1[C:24]1[CH2:29][CH2:28][CH2:27][C:26](=[O:30])[CH:25]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:31](O)[CH2:32][OH:33].C1(C=CC(O)=CC=1)O.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH2:32]1[O:33][C:26]2([CH2:27][CH2:28][CH:29]=[C:24]([C:10]3[CH:11]=[CH:12][C:13]([C:15]([CH3:22])([CH3:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:14][C:9]=3[O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:25]2)[O:30][CH2:31]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 174Ethylene GlycolHCID 785HydroquinoneHCID 521998p-Toluenesulfonic acid monohydrateHCID 198553803-[2-Benzyloxy-4-(1,1-Dimethylheptyl)phenyl]cyclohex-2-enone

生成物 1

HCID 572072353-[2-Benzyloxy-4-(1,1-dimethylheptyl)phenyl]cyclohex-3-en-1-one ethylene ketal

試薬・触媒・溶媒 1

HCID 241
Benzene
溶媒

実験手順

A solution of 500 mg. of 3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]cyclohex-2-en-1-one, 7.8 g. of ethylene glycol, 375 mg. of hydroquinone and 50 mg. of p-toluenesulfonic acid monohydrate in 50 ml. of benzene is heated at reflux for 12 hours using a Dean-Stark condenser filled with 3A molcular sieves. The reaction is cooled, added to 500 ml. saturated sodium bicarbonate and the quenched mixture extracted with three 150 ml. portions of ether, dried over magnesium sulfate and evaporated to a solid. This solid is purified via column chromatography on 50 g. of silica gel eluted with 50% ether-petroleum ether to yield the title product.

後処理

  1. temperatureat reflux for 12 hours
  2. temperatureThe reaction is cooled
  3. additionadded to 500 ml
  4. extractionsaturated sodium bicarbonate and the quenched mixture extracted with three 150 ml
  5. dry with materialportions of ether, dried over magnesium sulfate
  6. customevaporated to a solid
  7. customThis solid is purified via column chromatography on 50 g
  8. washof silica gel eluted with 50% ether-petroleum ether

出典と根拠

ORDレコード
ord-312819ab01c445358e15fd1bba0b14f0
出典データセット
uspto-grants-1983_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04371720

反応ノート

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