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Aluminium lithium hydride → 2-(4-Benzyloxy-3,5-dimethoxy-phenyl)-ethanol

HRID 2382561
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HRID 2382561 반응식
C[O:2][C:3](=O)[CH2:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:7]([O:21][CH3:22])[CH:6]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:14]([O:13][C:8]1[C:9]([O:11][CH3:12])=[CH:10][C:5]([CH2:4][CH2:3][OH:2])=[CH:6][C:7]=1[O:21][CH3:22])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 57436870(4-benzyloxy-3,5-dimethoxy-phenyl)-acetic Acid Methyl Ester

생성물 1

HCID 574368712-(4-Benzyloxy-3,5-dimethoxy-phenyl)-ethanol수율 89%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

(4-Benzyloxy-3,5-dimethoxy-phenyl)-acetic acid methyl ester (3.57 g, 11.3 mmol) was dissolved in THF (113 mL). A solution of LAH (1M in THF, 11.3 mL) was added dropwise to the stirring reaction mixture. After completion of addition the reaction continued to stir at room temperature overnight. The next day, the reaction was quenched with water. The aqueous layer was extracted with ethyl acetate. All of the combined organic layers were dried over sodium sulfate, filtered, and concentrated to yield a crude material (2.89 g, 89%), which was used in the next step without any additional purification.

후처리

  1. additionAfter completion of addition the reaction
  2. customThe next day, the reaction was quenched with water
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. dry with materialAll of the combined organic layers were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3aabc8ff4e664420b89be4f119b507ec
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08263042B2

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