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Toluene → 3-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]-4-(3-phenylpropyl)-1,2,5,6-tetrahydropyridine

HRID 26071
ノート
印刷プレビュー

反応式

HRID 26071 の反応式
[CH3:1][C:2]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[C:21]([CH2:23][CH2:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)(O)[CH2:20][CH2:19][NH:18][CH2:17]2)=[C:12]([OH:32])[CH:11]=1)([CH3:9])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[CH3:9][C:2]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH2:17][NH:18][CH2:19][CH2:20][C:21]=2[CH2:23][CH2:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[C:12]([OH:32])[CH:11]=1)([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]
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 1140TolueneHCID 11430Potassium CarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 204997883-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]-4-(3-phenylpropyl)-4-piperidinol

生成物 1

HCID 204997853-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]-4-(3-phenylpropyl)-1,2,5,6-tetrahydropyridine

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

A mixture of 2.0 g. (4.57 mmols.) of 3-[4-(1,1-dimethylheptyl)-2-hydroxyphenyl]-4-(3-phenylpropyl)-4-piperidinol, 0.95 g. (5.0 mmols.) of p-toluenesulfonic acid monohydrate and 100 ml. of toluene is heated under reflux for 2 hours with a Dean Stark trap. The reaction mixture is cooled and added to 100 ml. of 20% potassium carbonate-200 ml. dichloromethane. The dichloromethane extract along with two additional 200 ml. dichloromethane extracts of the basic phase is dried over magnesium sulfate and evaporated. The residue is crystallized from ether-pentane to yield the title compound.

後処理

  1. additionA mixture of 2.0 g
  2. temperatureunder reflux for 2 hours with a Dean Stark trap
  3. temperatureThe reaction mixture is cooled
  4. additionadded to 100 ml
  5. extractionThe dichloromethane extract along with two additional 200 ml
  6. dry with materialdichloromethane extracts of the basic phase is dried over magnesium sulfate
  7. customevaporated
  8. customThe residue is crystallized from ether-pentane

出典と根拠

ORDレコード
ord-44c06bdc24494750aa6f893d13076ba4
出典データセット
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04147872

反応ノート

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