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Water → 3-[p-[3-(2-Hydroxyethyl)oxy-2-methyl-1-propenyl]benzyl]pyridine

HRID 569175
ノート
印刷プレビュー

反応式

HRID 569175 の反応式
Cl[CH:2]([C:10]1[CH:22]=[CH:21][C:13]([CH2:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:12][CH:11]=1)[CH:3]([CH3:9])[CH2:4][O:5][CH2:6][CH2:7][OH:8].C1CCN2C(=NCCC2)CC1.O>CS(C)=O>[OH:8][CH2:7][CH2:6][O:5][CH2:4][C:3]([CH3:9])=[CH:2][C:10]1[CH:22]=[CH:21][C:13]([CH2:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:12][CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 137455253-[p-[1-Chloro-3-(2-hydroxyethyl)oxy-2-methylpropyl]benzyl]pyridine

生成物 1

HCID 536849613-[p-[3-(2-Hydroxyethyl)oxy-2-methyl-1-propenyl]benzyl]pyridine収率 62%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

In 29.1 ml of dimethylsulfoxide was dissolved 5.82 g of 3-[p-[1-chloro-3-(2-hydroxyethyl)oxy-2-methylpropyl]benzyl]pyridine, and 5.44 ml of DBU was added to the resulting solution, after which the resulting mixture was subjected to reaction at a temperature of 100° to 110° C. for 2 hours. The reaction mixture was poured into 200 ml of water, and the resulting mixture was subjected to extraction with two 50-ml portions of ethyl acetate. The extracts were combined, washed with 20 ml of water, and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the residue thus obtained was purified by a column chromatography [Wako Silica Gel C-200, eluant: chloroform] to obtain 3.20 g (yield 62.0%) of colorless, oily 3-[p-[3-(2-hydroxyethyl)oxy-2-methyl-1-propenyl]benzyl]pyridine.

後処理

  1. additionwas added to the resulting solution
  2. customafter which the resulting mixture was subjected to reaction at a temperature of 100° to 110° C. for 2 hours
  3. extractionthe resulting mixture was subjected to extraction with two 50-ml portions of ethyl acetate
  4. washwashed with 20 ml of water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was removed by distillation under reduced pressure
  7. customthe residue thus obtained
  8. customwas purified by a column chromatography [Wako Silica Gel C-200, eluant: chloroform]

出典と根拠

ORDレコード
ord-be01d6c264ff4cf5a7d265a028a92074
出典データセット
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04731370

反応ノート

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