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Water → 8-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazine

HRID 2186727
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HRID 2186727 반응식
[C:1]([O:4][C:5]1[C:14]2[O:13][CH2:12][C:11](=O)[N:10]([CH2:16][CH2:17][O:18][CH:19]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].B.C1COCC1.O>C1COCC1>[C:1]([O:4][C:5]1[C:14]2[O:13][CH2:12][CH2:11][N:10]([CH2:16][CH2:17][O:18][CH:19]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 2723981Borane;tetrahydrofuranHCID 224489238-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazine

생성물 1

HCID 224489878-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazine수율 90.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

8-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3-oxo-3,4-dihydro-2H-1,4-benzooxazine (630 mg) was dissolved in THF (10 ml), and a 1.0M borane THF solution (4.5 ml) was added to the resultant solution at 0° C., followed by stirring at room temperature for 4 hours. After water was added to the reaction solution to terminate reaction, the reaction solution was extracted with ethyl acetate. The resultant organic layer was washed with water, saturated sodium bicarbonate water, water and saturated brine, dried over sodium sulfate, and then concentrated. The residue was purified by medium-pressure column chromatography (solvent:ethyl acetate/cyclohexane=1/5) to obtain the colorless oily object compound (550 mg, yield 90%).

후처리

  1. customto terminate
  2. customreaction
  3. extractionthe reaction solution was extracted with ethyl acetate
  4. washThe resultant organic layer was washed with water, saturated sodium bicarbonate water, water and saturated brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by medium-pressure column chromatography (solvent:ethyl acetate/cyclohexane=1/5)

출처 및 근거

ORD 기록
ord-f7afe46f86564b3eaf7eeeec569cdb24
출처 데이터셋
uspto-grants-2002_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06407096B1

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