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Water → 1-(3-Chloroprop-1-en-1-yl)-4-methylbenzene

HRID 1093508
ノート
印刷プレビュー

反応式

HRID 1093508 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][CH2:10]O)=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:31]N1C(=O)CCC1=O.O>C(Cl)Cl>[Cl:31][CH2:10][CH:9]=[CH:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=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 962WaterHCID 11776Triphenylphosphine2 回HCID 31398Chlorosuccinimide2 回HCID 3611722-Propen-1-ol, 3-(4-methylphenyl)-, (2E)-

生成物 1

HCID 542056751-(3-Chloroprop-1-en-1-yl)-4-methylbenzene収率 42.7%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

Compound 102-1 (2.50 g) was dissolved in methylene chloride (60 ml), triphenylphosphine (4.86 g) and N-chlorosuccinimide (2.84 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 1 hr. Triphenylphosphine (4.86 g) and N-chlorosuccinimide (2.84 g) were further added, and the mixture was stirred for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with methylene chloride and washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (100 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane:ethyl acetate) to give the object product (1.20 g) as a colorless oil.

後処理

  1. temperaturecooling
  2. temperaturecooling for 1 hr
  3. stirringthe mixture was stirred for 1 hr
  4. extractionthe mixture was extracted with methylene chloride
  5. washwashed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. additionDiethyl ether (100 ml) was added
  9. filtrationthe precipitated triphenylphosphine oxide was filtered off
  10. concentrationThe concentrate of the filtrate
  11. customwas purified by silica gel column chromatography (hexane:ethyl acetate)

出典と根拠

ORDレコード
ord-35dcecda85a148e2964a6e9301bf3759
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08129361B2

反応ノート

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