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

HRID 1245339ノート

反応式

HRID 1245339 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-01aeee141ecc4473a7ecfc5afdaeb0d4
出典データセット
uspto-grants-2006_10
特許番号
US07125865B2

反応ノート

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