Water → 2-(2,3-dihydro-1H-inden-2-yl)ethanol

HRID 1289439ノート

反応式

HRID 1289439 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH:8]1[CH2:16][C:17](OC)=[O:18].O.[OH-].[Na+]>O1CCCC1>[CH2:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:7][CH:8]1[CH2:16][CH2:17][OH:18]

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 14090225Methyl (2,3-dihydro-1H-inden-2-yl)acetateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 103520002-(2,3-dihydro-1H-inden-2-yl)ethanol収率 100%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Suspended in 100 ml of tetrahydrofuran were 1.02 g (26.8 mmol) of lithium aluminum hydride, and a solution of 5.06 g (26.6 mmol) of methyl (indan-2-yl)acetate in 10 ml of tetrahydrofuran was added dropwise to the suspension while chilling with ice water. After the addition, the mixture was stirred for 1 hour, and 1 ml of water, 1 ml of 15% sodium hydroxide and 3 ml of water were successively added dropwise to the mixture to decompose excess of the reducing agent. Solids were separated by filtration, the filtrate was concentrated, and the residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:4), thereby obtaining 4.30 g of a colorless oily substance. Yield: 100%.

後処理

  1. additionAfter the addition
  2. customSolids were separated by filtration
  3. concentrationthe filtrate was concentrated
  4. customthe residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:4)
  5. customobtaining 4.30 g of a colorless oily substance

出典と根拠

ORDレコード
ord-915dc59cc4114cc29cb2349948bb1c29
出典データセット
uspto-grants-1998_05
特許番号
US05750524

反応ノート

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