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

HRID 1690314

반응식

HRID 1690314 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-e3aa85756b5d468c922396f0e6aafb6d
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153652B2

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