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

HRID 1075475

반응식

HRID 1075475 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 LiA1H4 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 LiA1H4 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-d86fab6ae11c445a8ae1cf5d99ddf104
출처 데이터셋
uspto-grants-1999_05
특허 번호
US05902827

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