3-(4-Hydroxyphenyl)propionic acid → 2-[3-(4-Hydroxyphenyl)propionylamino]acetic acid ethyl ester

HRID 569847

반응식

HRID 569847 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=O)=[CH:4][CH:3]=1.Cl.[CH2:14]([O:16][C:17](=[O:20])[CH2:18][NH2:19])[CH3:15].C1N=CN(C(N2C=NC=C2)=O)C=1>CCN(CC)CC>[CH2:14]([O:16][C:17](=[O:20])[CH2:18][NH:19][C:10](=[O:12])[CH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=1)[CH3:15]

참가 물질

5

반응물 3

HCID 103943-(4-Hydroxyphenyl)propionic acidHCID 682631,1'-CarbonyldiimidazoleHCID 2723640Glycine ethyl ester, hydrochloride

생성물 1

HCID 102641582-[3-(4-Hydroxyphenyl)propionylamino]acetic acid ethyl ester

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

3-(4-Hydroxyphenyl)propionic acid (2.49 g, 15 mmol) was reacted with glycine ethyl ester hydrochloride in the presence of CDI and Et3N as described in Example 21 Part A. After removal of the solvent the residue was dissolved in CHCl3 and washed with 1N HCl, saturated NaHCO3 solution and saturated NaCl solution. After drying (MgSO4) and removal of the solvent in vacuo crude title ester remained (2.44 g) as a viscous oil. NMR indicated this contained a major impurity but it was used without further purification.

후처리

  1. customAfter removal of the solvent the residue
  2. dissolutionwas dissolved in CHCl3
  3. washwashed with 1N HCl, saturated NaHCO3 solution and saturated NaCl solution
  4. customAfter drying
  5. custom(MgSO4) and removal of the solvent in vacuo crude title ester
  6. customwas used without further purification

출처 및 근거

ORD 기록
ord-76494b2d3fc74f56905e991e1e92090e
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04734426

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