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

HRID 403389
ノート
印刷プレビュー

反応式

HRID 403389 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 31275
1,4-Dioxane
溶媒

実験手順

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]−).

後処理

  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

出典と根拠

ORDレコード
ord-39e6a454549243eb86cbd92d39b5acf7
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08748434B2

反応ノート

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