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1-Heptadecanol → 1-Bromoheptadecane

HRID 368369
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인쇄 미리보기

반응식

HRID 368369 반응식
[CH2:1](O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].P(Br)(Br)[Br:20]>>[Br:20][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 150761-HeptadecanolHCID 24614Phosphorus tribromide

생성물 1

HCID 190221-Bromoheptadecane수율 57.7%

반응 조건

온도
60 °C

실험 절차

1-Heptadecanol (10 g, 39.1 mmol) was placed in a dry 25 ml round bottom flask attached to a reflux condenser and heated to 60° C. under a nitrogen atmosphere. Phosphorous tribromide (10 g, 39.1 mmol) was added dropwise and the resulting solution was stirred for 48 h. The reaction mixture was then cooled in an ice bath and quenched with a saturated solution of NaHCO3 (10 ml). The aqueous layer was extracted with ether (4×10 ml). The combined organic layers were dried over MgSO4, filtered and concentrated. The crude residue was flash chromatographed (hexanes) to afford 7.2 g (57%) of 1-bromoheptadecane as a colorless oil.

후처리

  1. custom
attached to a reflux condenser
  • temperatureThe reaction mixture was then cooled in an ice bath
  • customquenched with a saturated solution of NaHCO3 (10 ml)
  • extractionThe aqueous layer was extracted with ether (4×10 ml)
  • dry with materialThe combined organic layers were dried over MgSO4
  • filtrationfiltered
  • concentrationconcentrated
  • customchromatographed (hexanes)
  • 출처 및 근거

    ORD 기록
    ord-c8efaeb97bb741248fb4d614915fbb70
    출처 데이터셋
    uspto-grants-2000_10
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US06133313

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