Ethyl-beta-bromocaproate → HCID 69848151, 화합물

HRID 352221

반응식

HRID 352221 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 69848151HCID 69848151, 화합물수율 34%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-43b356e482534acda1798fbaffe31b37
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06743794B2

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