Ethyl-beta-bromocaproate → HCID 69848151、化合物

HRID 352221

反応式

HRID 352221 の反応式
[CH2:1]([O:3][C:4](=[O:11])[CH2:5][CH:6](Br)[CH2:7][CH2:8][CH3:9])[CH3:2].[Na].[OH:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1>O1CCCC1>[CH2:1]([O:3][C:4](=[O:11])[CH:5]([O:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[CH2:6][CH2:7][CH2:8][CH3:9])[CH3:2]

参加物

4

反応物 2

HCID 22570372Ethyl-beta-bromocaproateHCID 6679647152536-09-1

生成物 1

HCID 69848151HCID 69848151、化合物収率 34%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of ethyl-3-bromohexanoate, 5.0 g (22.4 mmol) in 200 mL of tetrahydrofuran was added 4.6 g (26.9 mmol) of 3-hydroxypyridine sodium salt. The mixture was refluxed for four hours and concentrated to dryness. The residue was partitioned between 20% isopropanol/chloroform and water. The organics were washed with saturated aqueous sodium bicarbonate, washed with brine, dried over sodium sulfate, filtered, and concentrated to dryness. The residue was purified by column chromatography using a methanol/chloroform gradient as eluent and concentrated to dryness to yield 1.82 g (34%) of the desired mixture of isomers as a brown liquid. MS (ion spray) 238.2 (M+1).

後処理

  1. temperatureThe mixture was refluxed for four hours
  2. concentrationconcentrated to dryness
  3. customThe residue was partitioned between 20% isopropanol/chloroform and water
  4. washThe organics were washed with saturated aqueous sodium bicarbonate
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated to dryness
  9. customThe residue was purified by column chromatography
  10. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-43b356e482534acda1798fbaffe31b37
出典データセット
uspto-grants-2004_06
特許番号
US06743794B2

関連ノート

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