Lithium Hydroxide → Lithium 2-(6-fluoro-1-hydroxy-1-indanyl)acetate

HRID 862758ノート

反応式

HRID 862758 の反応式
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2([CH2:12][C:13]([O:15]CC)=[O:14])[OH:11])=[CH:4][CH:3]=1.[OH-].[Li+:19]>C(O)C>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2([CH2:12][C:13]([O-:15])=[O:14])[OH:11])=[CH:4][CH:3]=1.[Li+:19]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 23293626Ethyl 2-(6-fluoro-1-hydroxy-1-indanyl)acetate

生成物 1

HCID 23678141Lithium 2-(6-fluoro-1-hydroxy-1-indanyl)acetate収率 77%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of ethyl 2-(6-fluoro-1-hydroxy-1-indanyl)acetate (2.0 g. 8.4 mmol), 1N lithium hydroxide (8.4 mL) and absolute ethanol (13.0 mL) was stirred for 18h at room temperature. The mixture was concentrated in vacuo, diluted with H2O and extracted with diethyl ether. The aqueous phase was concentrated in vacuo, diluted with toluene (100 mL) and concentrated in vacuo to give lithium 2-(6-fluoro-1-hydroxy-1-indanyl)acetate as a white solid (1.4 g, 77%); NMR (DMSO-d6): d 8.90 (s, 1H, OH), 6.88-7.18 (m, 3H, Ar), 2.55-2.83 (m, 2H, ArCH2), 2.13 (s, 2H, CH2CO), 1.88-2.07 (m, 2H, CH2).

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. additiondiluted with H2O
  3. extractionextracted with diethyl ether
  4. concentrationThe aqueous phase was concentrated in vacuo
  5. additiondiluted with toluene (100 mL)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-8bc6170b64e34a44ab88a6b04c1035dc
出典データセット
uspto-grants-1998_02
特許番号
US05719186

反応ノート

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