Aluminium lithium hydride → 2-(5-Chloro-1-benzothiophene-3-yl)ethanol

HRID 1768017ノート

反応式

HRID 1768017 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O:9][C:10](=O)[CH2:11][C:12]1[C:16]2[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=2[S:14][CH:13]=1)C>C1COCC1>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]2[S:14][CH:13]=[C:12]([CH2:11][CH2:10][OH:9])[C:16]=2[CH:17]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 23614457Ethyl 5-chlorobenzo[B]thiophene-3-acetate

生成物 1

HCID 236144402-(5-Chloro-1-benzothiophene-3-yl)ethanol

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., ethyl(5-chloro-1-benzothiophene-3-yl)acetate (1.27 g, 5 mmol) in THF (20 mL) was added slowly. After the addition, the 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-(5-chloro-1-benzothiophene-3-yl)ethanol, was obtained as white oil, was pure enough and taken to the next step without purification. Yield: 920 mg (86%); 213 (M+H).

後処理

  1. additionAfter the addition
  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-bb1526c6fb034ac1a0fb8429ab644acd
出典データセット
uspto-grants-2007_06
特許番号
US07235569B2

反応ノート

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