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1-Heptadecanol → 1-Bromoheptadecane

HRID 368369
ノート
印刷プレビュー

反応式

HRID 368369 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

HCID 150761-HeptadecanolHCID 24614Phosphorus tribromide

生成物 1

HCID 190221-Bromoheptadecane収率 57.7%

反応条件

温度
60 °C

実験手順

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.

後処理

  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)
  • 出典と根拠

    ORDレコード
    ord-c8efaeb97bb741248fb4d614915fbb70
    出典データセット
    uspto-grants-2000_10
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US06133313

    反応ノート

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