Dichloromethane → (e)-3-(2-Oxo-2,3-dihydro-1h-indol-5-yl)acrylic acid hydrochloride salt

HRID 1297371

反応式

HRID 1297371 の反応式
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7](/[CH:11]=[CH:12]/[C:13]([O:15]C(C)(C)C)=[O:14])[CH:8]=2)[NH:3]1.FC(F)(F)C(O)=O.C(Cl)[Cl:28]>>[ClH:28].[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7](/[CH:11]=[CH:12]/[C:13]([OH:15])=[O:14])[CH:8]=2)[NH:3]1

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 66905345tert-butyl (E)-3-(2-oxo-2,3-dihydro-1H-indol-5-yl)acrylate

生成物 1

HCID 66905016(e)-3-(2-Oxo-2,3-dihydro-1h-indol-5-yl)acrylic acid hydrochloride salt収率 33%

実験手順

To a stirred solution of tert-butyl (E)-3-(2-oxo-2,3-dihydro-1H-indol-5-yl)acrylate (0.80 g, 3.1 mmole) in CH2Cl2 (50 mL) at RT was added trifluoroacetic acid (20 mL). After 1 hr the reaction solution was concentrated and the residue was dried under vacuum. An HCl solution (20 mL, 4 M in dioxane) was added and the mixture was concentrated under vacuum. The remaining solid was triturated with diethyl ether and filtered giving the title compound (0.74 g, 33%) as a white solid: MS (ES) m/e 205 (M+H-HCl)+.

後処理

  1. concentrationAfter 1 hr the reaction solution was concentrated
  2. customthe residue was dried under vacuum
  3. additionAn HCl solution (20 mL, 4 M in dioxane) was added
  4. concentrationthe mixture was concentrated under vacuum
  5. customThe remaining solid was triturated with diethyl ether
  6. filtrationfiltered

出典と根拠

ORDレコード
ord-4217e82563794d3cb881d0214277f176
出典データセット
uspto-grants-2007_07
特許番号
US07250424B2

関連ノート

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