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3,4-dihydro-2H-pyran → 2-(4-Bromobutoxy)tetrahydro-2H-pyran

HRID 356229
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반응식

HRID 356229 반응식
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6].[O:7]1[CH:12]=[CH:11][CH2:10][CH2:9][CH2:8]1.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[O:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]1[O:6][CH2:5][CH2:4][CH2:3][CH2:2][Br:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 1183884-BromobutanolHCID 516892Sodium Bicarbonate

생성물 1

HCID 5590192-(4-Bromobutoxy)tetrahydro-2H-pyran수율 96%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

16.0 g (105.0 mmols) of 4-bromobutanol was dissolved in 140 ml of chloroform, and a solution prepared by dissolving 13.9 ml (1.5-fold equivalent weight) of 3,4-dihydro-2H-pyran in 40 ml of chloroform was dropwise added thereto at 0° C. in an atmosphere of argon. The solution obtained was stirred for 4 hours while keeping it at 0° C., followed by addition of an aqueous sodium hydrogencarbonate, and the resulting solution was extracted with chloroform (100 ml×2). The organic layer obtained was dried with anhydrous sodium sulfate, and thereafter concentrated under reduced pressure to obtain 24.0 g of 4-(tetrahydropyran-2-yl)oxybutyl bromide (yield: 96%).

후처리

  1. customa solution prepared
  2. additionwas dropwise added
  3. customat 0° C.
  4. customThe solution obtained
  5. customat 0° C.
  6. extractionthe resulting solution was extracted with chloroform (100 ml×2)
  7. customThe organic layer obtained
  8. dry with materialwas dried with anhydrous sodium sulfate
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b64c65c0f2384dae8d897b7ee6eef632
출처 데이터셋
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05834575

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