Methyl (5-fluoro-2-methyl-1H-inden-3-yl)acetate → 5-fluoro-2-methyl-1H-3-indenyl-(2-hydroxy) ethane

HRID 377360

반응식

HRID 377360 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][C:6]([CH3:11])=[C:5]2[CH2:12][C:13](OC)=[O:14]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][C:6]([CH3:11])=[C:5]2[CH2:12][CH2:13][OH:14]

참가 물질

3

반응물 1

HCID 15434585Methyl (5-fluoro-2-methyl-1H-inden-3-yl)acetate

생성물 1

HCID 139332935-fluoro-2-methyl-1H-3-indenyl-(2-hydroxy) ethane수율 63%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 5-fluoro-2-methyl-3-indenyl-acetate (24 g) in dry THF (300 ml) lithiumaluminum hydride (6.9 g) is added. The mixture is stirred at room temperature for 1.5 hours. Excess LiAlH4 is destroyed with saturated aqueous NaHSO4 solution. The organic phase is concentrated in vacuo, and the crude product is purified via silica gel column chromatography elution with methylene chloride. The residue is recrystallized from hexane to give 5-fluoro-2-methyl-1H-3-indenyl-(2-hydroxy) ethane (yield 63%; m.p. 65°-66.5° C.).

후처리

  1. customExcess LiAlH4 is destroyed with saturated aqueous NaHSO4 solution
  2. concentrationThe organic phase is concentrated in vacuo
  3. customthe crude product is purified via silica gel column chromatography elution with methylene chloride
  4. customThe residue is recrystallized from hexane

출처 및 근거

ORD 기록
ord-c401e958cc134e06a0e2dff86c79500a
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06025394

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