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Lithium hydroxide, monohydrate → HCID 59377707, 화합물

HRID 1691792
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HRID 1691792 반응식
C([O:3][C:4](=[O:25])[CH2:5][C:6]1[CH:11]=[C:10]([O:12][CH2:13][CH2:14][O:15][Si:16]([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:18])[CH3:17])[C:9]([F:23])=[CH:8][C:7]=1[Br:24])C.O[Li].O>CO>[Br:24][C:7]1[CH:8]=[C:9]([F:23])[C:10]([O:12][CH2:13][CH2:14][O:15][Si:16]([C:19]([CH3:20])([CH3:22])[CH3:21])([CH3:17])[CH3:18])=[CH:11][C:6]=1[CH2:5][C:4]([OH:25])=[O:3]
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참가 물질

4

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 59377706HCID 59377706, 화합물

생성물 1

HCID 59377707HCID 59377707, 화합물수율 74.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of {2-bromo-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-fluoro-phenyl}-acetic acid ethyl ester (0.508 g, 1.16 mmol) in MeOH was added LiOH.H2O (0.036 g, 1.51 mmol). The mixture was stirred at room temperature for two hours, and then solvent was removed under reduced pressure. 2N NaOH was added to the residue, and the mixture was washed with diethyl ether. The aqueous phase was taken to pH 1 with 2N HCl and was extracted with EtOAc. The combined EtOAc extracts were washed with water, brine dried over MgSO4, filtered and concentrated to dryness under reduced pressure to yield {2-bromo-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-fluoro-phenyl}-acetic acid (0.352 g, 74%) as a white solid.

후처리

  1. customsolvent was removed under reduced pressure
  2. addition2N NaOH was added to the residue
  3. washthe mixture was washed with diethyl ether
  4. extractionwas extracted with EtOAc
  5. washThe combined EtOAc extracts were washed with water, brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-f779c62c4ebd4d81a8c8ead75cb675b6
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08153808B2

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