Tetrahydrofuran → 2-(2-Chloro-6-nitrophenyl)ethanol

HRID 1609070

반응식

HRID 1609070 반응식
[BH4-].[Na+].O1CCCC1.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=1[CH2:18][C:19](O)=[O:20].C(=O)([O-])O.[Na+]>C(Cl)Cl.O>[Cl:8][C:9]1[C:10]([CH2:18][CH2:19][OH:20])=[C:11]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:13][CH:14]=1

참가 물질

7

반응물 4

HCID 8028Tetrahydrofuran3회HCID 271550(2-Chloro-6-nitrophenyl)acetic acidHCID 516892Sodium BicarbonateHCID 4311764Sodium borohydride

생성물 1

HCID 7008102-(2-Chloro-6-nitrophenyl)ethanol수율 86%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

2.26 g (59.8 mmol) of sodium borohydride was added to 7 ml of tetrahydrofuran, and while cooling on ice, 15 ml of tetrahydrofuran solution containing 6.78 g (31.5 mmol) of the compound (137) obtained above was dropped to the solution through 20 minutes. Then, 15 ml of tetrahydrofuran solution containing 10 ml of borontrifluoride-ether complex was dropped to the solution through 10 minutes, and after stirring for 30 minutes as was, the solution was stirred for 1 hour at room temperature. To 130 ml of water containing 9.6 g of sodium hydrogen carbonate and 170 ml of methylene chloride, the reaction solution was added slowly, and the obtained solution was stirred overnight at room temperature. The organic layer was separated, and after drying over magnesium sulfate, the solvent was removed by distillation. To the residue, n-hexane was added to crystallize, and the crystals were filtered off and washed with n-hexane to obtain 5.43 g of the subject compound (138) in a 86% yield.

후처리

  1. customobtained
  2. additionabove was dropped to the solution through 20 minutes
  3. additionwas dropped to the solution through 10 minutes
  4. stirringthe solution was stirred for 1 hour at room temperature
  5. stirringthe obtained solution was stirred overnight at room temperature
  6. customThe organic layer was separated
  7. dry with materialafter drying over magnesium sulfate
  8. customthe solvent was removed by distillation
  9. additionTo the residue, n-hexane was added
  10. customto crystallize
  11. filtrationthe crystals were filtered off
  12. washwashed with n-hexane

출처 및 근거

ORD 기록
ord-b7b48587909f48e8b3b0d96cb6a860a3
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05399553

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