Lithium Bromide → 4-(2-Bromoethyl)oxane

HRID 1010945

反応式

HRID 1010945 の反応式
CS(O[CH2:6][CH2:7][CH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)(=O)=O.[Br-:14].[Li+]>CC(C)=O>[Br:14][CH2:6][CH2:7][CH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1

参加物

4

反応物 2

HCID 82050Lithium BromideHCID 222730832-(Tetrahydro-2H-pyran-4-yl)ethyl methanesulfonate

生成物 1

HCID 226370124-(2-Bromoethyl)oxane収率 69.9%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To 2-(tetrahydro-2H-pyran-4-yl)ethyl methanesulfonate (5.4 g) in dry acetone at room temperature was added lithium bromide (9 g) in one go. The reaction was heated to reflux for 4 hours, under nitrogen. The reaction was cooled to room temperature and concentrated in vacuo. The residue was taken up in dichloromethane (100 ml) and washed with water (50 ml). The organic layer was dried by passing through a hydrophobic frit, and concentrated in vacuo. The product was purified by silica chromatography (40 g) (ISCO) using a gradient elution of 0-50% cyclohexane:ethyl acetate to afford the title compound as a colourless oil (3.5 g).

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 4 hours, under nitrogen
  3. concentrationconcentrated in vacuo
  4. washwashed with water (50 ml)
  5. customThe organic layer was dried
  6. concentrationconcentrated in vacuo
  7. customThe product was purified by silica chromatography (40 g) (ISCO)
  8. washa gradient elution of 0-50% cyclohexane

出典と根拠

ORDレコード
ord-886c78ff6a324304b1d02e82947b120c
出典データセット
uspto-grants-2011_07
特許番号
US07977344B2

関連ノート

読み込み中…