Hydrochloric Acid → 3-Bromo-5-cyclopenten-1-ylpyridine

HRID 1373993ノート

反応式

HRID 1373993 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2(O)[CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.Cl.O.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]2[CH2:12][CH2:11][CH2:10][CH:9]=2)[CH:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 161095341-(5-Bromopyridin-3-yl)cyclopentanol

生成物 1

HCID 161095213-Bromo-5-cyclopenten-1-ylpyridine

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 1-(5-bromopyridin-3-yl)cyclopentanol (8) (1.7 g, 11.3 mmol) in 50 ml of toluene containing 5 ml of concentrated hydrochloric acid is heated at 120° C. for 12 hours with continuous carrying away of the water formed. The mixture is then poured into a saturated aqueous sodium bicarbonate solution and extracted with ethyl acetate. The combined organic phases are washed with water and then with a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue is purified by flash chromatography on silica gel (cyclohexane/ethyl acetate: 60/40). The title product is obtained in the form of a beige solid (1.65 g).

後処理

  1. customformed
  2. extractionextracted with ethyl acetate
  3. washThe combined organic phases are washed with water
  4. dry with materialwith a saturated aqueous sodium chloride solution, dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue is purified by flash chromatography on silica gel (cyclohexane/ethyl acetate: 60/40)

出典と根拠

ORDレコード
ord-f50449599b754c6b8978716739263a39
出典データセット
uspto-grants-2007_01
特許番号
US07163957B2

反応ノート

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