Triethylamine → HCID 69848869, 화합물

HRID 352185노트

반응식

HRID 352185 반응식
[CH3:1][O:2][C:3](=[O:12])[CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)Br.C(N(CC)CC)C.[NH:20]1[CH2:25][CH2:24][S:23][CH2:22][CH2:21]1>O1CCCC1>[CH3:1][O:2][C:3](=[O:12])[CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[N:20]1[CH2:25][CH2:24][S:23][CH2:22][CH2:21]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 67164ThiomorpholineHCID 137806Benzeneacetic acid, alpha-bromo-, methyl ester

생성물 1

HCID 69848869HCID 69848869, 화합물수율 97%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of racemic α-bromophenylacetic acid methyl ester, 5.0 g (22.0 mmol) in 120 mL of tetrahydrofuran was added 3.4 mL (22.0 mmol) of triethylamine and 6.7 g (66.0 mmol) of thiomorpholine. The reaction mixture was refluxed for four hours, cooled to ambient temperature and concentrated to dryness. The residue was partitioned between 20% isopropanol/chloroform and water. The mixture was washed with saturated sodium bicarbonate, washed with brine, dried over sodium sulfate, filtered and concentrated to dryness. The residue was purified by chromatography using a methanol/chloroform gradient as eluent. A second purification was performed using chloroform as eluent and was concentrated to dryness to yield 5.36 g (97%) of the desired mixture of isomers as a yellow oil. MS (ion spray) 252.1 (M+).

후처리

  1. temperatureThe reaction mixture was refluxed for four hours
  2. concentrationconcentrated to dryness
  3. customThe residue was partitioned between 20% isopropanol/chloroform and water
  4. washThe mixture was washed with saturated 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 chromatography
  10. customA second purification
  11. concentrationwas concentrated to dryness

출처 및 근거

ORD 기록
ord-5b333947eed948619e3d6d5cb274428b
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06743794B2

반응 노트

불러오는 중…