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Hydrochloric Acid → Methyl(2E)-5-{[4-(trifluoromethyl)benzyl]amino}-5-[4-(trifluoromethyl)phenyl]pent-2-enoate

HRID 1869765
ノート
印刷プレビュー

反応式

HRID 1869765 の反応式
C(S([N:7]([CH2:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=1)[CH:8]([C:16]1[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=1)[CH2:9]/[CH:10]=[CH:11]/[C:12]([O:14][CH3:15])=[O:13])=O)(C)(C)C.Cl.C([O-])(O)=O.[Na+]>CO>[F:34][C:33]([F:35])([F:36])[C:30]1[CH:31]=[CH:32][C:27]([CH2:26][NH:7][CH:8]([C:16]2[CH:17]=[CH:18][C:19]([C:22]([F:23])([F:25])[F:24])=[CH:20][CH:21]=2)[CH2:9]/[CH:10]=[CH:11]/[C:12]([O:14][CH3:15])=[O:13])=[CH:28][CH:29]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 57987395Methyl(2E)-5-{(tert-butylsulfinyl)[4-(trifluoromethyl)benzyl]amino}-5-[4-(trifluoromethyl)phenyl]pent-2-enoate

生成物 1

HCID 57987371Methyl(2E)-5-{[4-(trifluoromethyl)benzyl]amino}-5-[4-(trifluoromethyl)phenyl]pent-2-enoate収率 138%

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒
2 回

実験手順

The sulfinamide from Step 3 (450 mg, 0.84 mmol) was dissolved in methanol (3 mL) and the solution was cooled in ice. HCl (4M in dioxane, 0.5 mL) was added and the solution was stirred for 30 min. NaHCO3 was added to neutralize the solution and methanol was removed by evaporation. The residue was extracted into CH2Cl2; this was washed with water, brine, dried (MgSO4) and evaporated and the residue was purified by chromatography on silica using 10-25% ethyl acetate in iso-hexane to give the product (500 mg).

後処理

  1. temperaturethe solution was cooled in ice
  2. customwas removed by evaporation
  3. extractionThe residue was extracted into CH2Cl2
  4. washthis was washed with water, brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customthe residue was purified by chromatography on silica using 10-25% ethyl acetate in iso-hexane

出典と根拠

ORDレコード
ord-019d3a3922824aa799fd8ab04b9315d5
出典データセット
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07638629B2

反応ノート

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