1-Heptadecanol → 1-Bromoheptadecane

HRID 368369

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

3

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. customattached to a reflux condenser
  2. temperatureThe reaction mixture was then cooled in an ice bath
  3. customquenched with a saturated solution of NaHCO3 (10 ml)
  4. extractionThe aqueous layer was extracted with ether (4×10 ml)
  5. dry with materialThe combined organic layers were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. 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
特許番号
US06133313

関連ノート

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