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HCID 11300027, 화합물 → 1-(4-Benzyl-morpholin-2-yl)-2-methyl-propan-1-ol

HRID 131190
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HRID 131190 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH:14]([OH:18])[CH:15]([CH3:17])[CH3:16])[C:9]1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCCC1>[CH2:1]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH:14]([OH:18])[CH:15]([CH3:16])[CH3:17])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

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3

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HCID 11300027HCID 11300027, 화합물

생성물 1

HCID 597321971-(4-Benzyl-morpholin-2-yl)-2-methyl-propan-1-ol수율 97%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a stirred solution of 53 (1.97 g, 7.47 mmol) in tetrahydrofuran (50 ml) at room temperature under nitrogen was added borane-tetrahydrofuran complex (30 ml of a 1M solution, ca 4 eq.). The reaction was heated to 60° C. and followed by TLC-analysis. When all starting material had been consumed a few drops of methanol were added followed by a similar amount of 1N hydrochloric acid and heating was continued for another hour. Organic solvents were removed in vacuo and the remaining solution was poured onto 1M potassium carbonate solution (30 ml), extracted with diethyl ether. The organic layers were dried over magnesium sulphate and purified by column chromatography (gradient from 15% ethyl acetate in hexane [v/v]) gave 54 (1.8 g, 97%). MW 249.36; C15H23NO2; LCMS (6 min method): m/z 250 [M+H]+; RT=0.838.

후처리

  1. customWhen all starting material had been consumed a few drops of methanol
  2. additionwere added
  3. temperatureheating
  4. waitwas continued for another hour
  5. customOrganic solvents were removed in vacuo
  6. additionthe remaining solution was poured onto 1M potassium carbonate solution (30 ml)
  7. extractionextracted with diethyl ether
  8. dry with materialThe organic layers were dried over magnesium sulphate
  9. custompurified by column chromatography (gradient from 15% ethyl acetate in hexane [v/v])

출처 및 근거

ORD 기록
ord-778c50090c0341a3ad706c8e713d3e39
출처 데이터셋
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07384941B2

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