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Hydrochloric Acid → 3-(3-Tert-butoxycarbonyl-propane-1-sulfonyl)-5-trifluoromethyl-benzoic acid

HRID 403389
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HRID 403389 반응식
C[O:2][C:3](=[O:27])[C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[C:6]([S:14]([CH2:17][CH2:18][CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])(=[O:16])=[O:15])[CH:5]=1.O.O.[OH-].[Li+].Cl>O1CCOCC1>[C:23]([O:22][C:20]([CH2:19][CH2:18][CH2:17][S:14]([C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([C:10]([F:13])([F:11])[F:12])[CH:7]=1)[C:3]([OH:27])=[O:2])(=[O:15])=[O:16])=[O:21])([CH3:26])([CH3:24])[CH3:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

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HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 682038303-(3-Tert-butoxycarbonyl-propane-1-sulfonyl)-5-trifluoromethyl-benzoic acid methyl ester

생성물 1

HCID 682038293-(3-Tert-butoxycarbonyl-propane-1-sulfonyl)-5-trifluoromethyl-benzoic acid

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매

실험 절차

To a solution of 3-(3-tert-butoxycarbonyl-propane-1-sulfonyl)-5-trifluoromethyl-benzoic acid methyl ester (100 mg, 0.244 mmol) in dioxane (1 mL) was added water (1 mL) and lithiumhydroxide monohydrate (11.2 mg, 0.268 mmol) and the resulting suspension stirred at room temperature for 4 hours. The reaction mixture was acidified with 1M aqueous hydrochloric acid and extracted with EtOAc (30 mL) and the layers were separated. The aqueous layer was extracted a second time with EtOAc (30 mL). The organic layers were washed with brine (30 mL), dried over magnesium sulfate, filtered and concentrated under vacuum. Colorless solid (76 mg, 78.7%). MS (ESI−): m/z=395.08 ([M−H]−).

후처리

  1. extractionextracted with EtOAc (30 mL)
  2. customthe layers were separated
  3. extractionThe aqueous layer was extracted a second time with EtOAc (30 mL)
  4. washThe organic layers were washed with brine (30 mL)
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-39e6a454549243eb86cbd92d39b5acf7
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748434B2

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