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

HRID 862758노트

반응식

HRID 862758 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8bc6170b64e34a44ab88a6b04c1035dc
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05719186

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