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Aluminium lithium hydride → 2-(Naphtho[1,2-b]furan-3-yl)ethan-1-ol

HRID 1768023
ノート
印刷プレビュー

反応式

HRID 1768023 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O:9][C:10](=O)[CH2:11][C:12]1[C:13]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:14]=2[O:15][CH:16]=1)C>C1COCC1>[O:15]1[CH:16]=[C:12]([CH2:11][CH2:10][OH:9])[C:13]2[CH:24]=[CH:23][C:22]3[C:17]([C:14]1=2)=[CH:18][CH:19]=[CH:20][CH:21]=3
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 69455062Ethyl (naphtho[1,2-b]furan-3-yl)acetate

生成物 1

HCID 236144482-(Naphtho[1,2-b]furan-3-yl)ethan-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred suspension of LiAlH4 (200 mg, excess) in THF at 0° C., naphtho[1,2-b]furan-3-yl-acetic acid ethyl ester (1.27 g, 5 mmol) in THF (20 mL) was added slowly. After the addition, reaction mixture was stirred at room temperature for 1 hr and quenched with saturated NH4Cl solution. The product was extracted with chloroform and washed well with water. It was dried over anhydrous MgSO4; filtered and concentrated. The product, 2-naphtho[1,2-b]furan-3-yl ethanol, was obtained as white oil, was pure enough and taken to the next step without purification. Yield: 900 mg (84%); 213 (M+H).

後処理

  1. additionAfter the addition, reaction mixture
  2. customquenched with saturated NH4Cl solution
  3. extractionThe product was extracted with chloroform
  4. washwashed well with water
  5. dry with materialIt was dried over anhydrous MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-a8a7db9e1e584e988846aec3857f10df
出典データセット
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07235569B2

反応ノート

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