Sodium Bicarbonate → 4-[7-Propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]butan-1-ol

HRID 1245339노트

반응식

HRID 1245339 반응식
[Si]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:25]=[CH:24][C:16]2[C:17]([C:20]([F:23])([F:22])[F:21])=[N:18][O:19][C:15]=2[C:14]=1[CH2:26][CH2:27][CH3:28])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C([O-])(O)=O.[Na+]>C1COCC1>[CH2:26]([C:14]1[C:15]2[O:19][N:18]=[C:17]([C:20]([F:21])([F:23])[F:22])[C:16]=2[CH:24]=[CH:25][C:13]=1[CH2:12][CH2:11][CH2:10][CH2:9][OH:8])[CH2:27][CH3:28]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 2724141Tetrabutylammonium FluorideHCID 219110176-(4-{[Tert-butyl(dimethyl)silyl]oxy}butyl)-7-propyl-3-(trifluoromethyl)-1,2-benzisoxazole

생성물 1

HCID 219110454-[7-Propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]butan-1-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 6-(4-{[tert-butyl(dimethyl)silyl]oxy}butyl)-7-propyl-3-(trifluoromethyl)-1,2-benzisoxazole, from this Example step 3, (2.8 g, 6.7 mmol) in dry THF (75 mL) was added tetrabutylammonium fluoride (1.0M 10.1 mL, 10.1 mmol) at 0° C. The mixture was stirred at room temperature for 2 hours. Saturated NaHCO3 was added and the mixture was extracted with ethyl acetate 3 times. Combined organic extracts were washed with brine and dried over Na2SO4. The solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel using ethyl acetate and hexane (20:80) to give the title compound.

후처리

  1. customat 0° C
  2. extractionthe mixture was extracted with ethyl acetate 3 times
  3. washCombined organic extracts were washed with brine
  4. dry with materialdried over Na2SO4
  5. customThe solvent was evaporated in vacuo
  6. customThe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-01aeee141ecc4473a7ecfc5afdaeb0d4
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07125865B2

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