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

HRID 1723998
ノート
印刷プレビュー

反応式

HRID 1723998 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

(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.

後処理

  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

出典と根拠

ORDレコード
ord-f3dd8c5e55f74560b960eec9840be7b1
出典データセット
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07485283B2

反応ノート

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