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Aluminium lithium hydride → 9-[(Phenylmethyl)oxy]-2,3,4,5-tetrahydro-1,4-benzoxazepine

HRID 1514221
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HRID 1514221 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([CH2:13][O:14][C:15]2[C:25]3[O:24][CH2:23][CH2:22][NH:21][C:20](=O)[C:19]=3[CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1COCC1>[C:7]1([CH2:13][O:14][C:15]2[C:25]3[O:24][CH2:23][CH2:22][NH:21][CH2:20][C:19]=3[CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 594034959-[(Phenylmethyl)oxy]-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

생성물 1

HCID 594035049-[(Phenylmethyl)oxy]-2,3,4,5-tetrahydro-1,4-benzoxazepine수율 99.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
60 °C

실험 절차

1M Lithium aluminum hydride (60 ml, 60.0 mmol) in THF was added to a stirred solution of 9-[(phenylmethyl)oxy]-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (Preparation 59) (7.4 g, 27.5 mmol) in THF (150 ml) under argon and heated at 60° C. for 2 hours then cooled and quenched by careful addition of 100 ml of 2M sodium hydroxide with ice bath cooling and the resulting suspension filtered, the solids washed with water and EtOAc and the organic dried (magnesium sulphate) and evaporated to give 7.01 g of white solid. MS (ES): C16H17NO2 requires 255; found 256 [M+H]+.

후처리

  1. temperaturethen cooled
  2. customquenched by careful addition of 100 ml of 2M sodium hydroxide with ice bath
  3. temperaturecooling
  4. filtrationthe resulting suspension filtered
  5. washthe solids washed with water and EtOAc
  6. dry with materialthe organic dried (magnesium sulphate)
  7. customevaporated

출처 및 근거

ORD 기록
ord-919d56a2d5de4a5ab59eb33f32434aed
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08222245B2

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