Water → (5S)-5-(2-methylpropyl)morpholin-3-one

HRID 1982632노트

반응식

HRID 1982632 반응식
Cl[CH2:2][C:3]([NH:5][C@H:6]([CH2:11][OH:12])[CH2:7][CH:8]([CH3:10])[CH3:9])=[O:4].[H-].[Na+].O>O1CCCC1>[CH3:9][CH:8]([CH3:10])[CH2:7][C@@H:6]1[NH:5][C:3](=[O:4])[CH2:2][O:12][CH2:11]1

참가 물질

5

반응물 3

HCID 962WaterHCID 24758Sodium hydrideHCID 54347612(S)-2-chloro-N-[1-(hydroxymethyl)-3-methylbutyl]acetamide

생성물 1

HCID 15225763(5S)-5-(2-methylpropyl)morpholin-3-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

(S)-2-Chloro-N-[1-(hydroxymethyl)-3-methylbutyl]acetamide, 26.34 g (0.136 mol), is dissolved in 450 ml of tetrahydrofuran, the solution is cooled to 0°-5° C. and 7.8 g (0.195 mol) of 60% sodium hydride in mineral oil dispersion is slowly added. The mixture is allowed to reach room temperature and is stirred for 14 hours. Water, 10 ml, is added, the solvents evaporated in vacuo and the residue suspended in 250 ml of chloroform and washed with 100 ml of water and then a saturated aqueous solution of sodium chloride, 2×200 ml. The chloroform layer is separated, dried over sodium sulfate, and evaporated in vacuo. The residue is purified by chromatography using silica gel and eluting with dichloromethane methanol (95:5) to give (S)-5-(2-methylpropyl)-3-morpholinone, 5.1 g, mp 69°-70°; [α]D25 -13.7° (c 1.11, methanol).

후처리

  1. temperaturethe solution is cooled to 0°-5° C.
  2. customto reach room temperature
  3. customthe solvents evaporated in vacuo
  4. washwashed with 100 ml of water
  5. customThe chloroform layer is separated
  6. dry with materialdried over sodium sulfate
  7. customevaporated in vacuo
  8. customThe residue is purified by chromatography
  9. washeluting with dichloromethane methanol (95:5)

출처 및 근거

ORD 기록
ord-fdb62dff06b84c2b993fd0d0e5306e6d
출처 데이터셋
uspto-grants-1986_06
특허 번호
US04596819

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