Eugenol → Amino-acetic acid 4-allyl-2-methoxy-phenyl ester

HRID 82490

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HRID 82490 반응식
[C:1]1([O:11][CH3:12])[C:2](=[CH:4][CH:5]=[C:6]([CH:10]=1)[CH2:7][CH:8]=[CH2:9])[OH:3].C([NH:20][CH2:21][C:22](O)=[O:23])(OC(C)(C)C)=O.CN1CCOCC1.CCN=C=NCCCN(C)C.Cl>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH2:7]([C:6]1[CH:5]=[CH:4][C:2]([O:3][C:22](=[O:23])[CH2:21][NH2:20])=[C:1]([O:11][CH3:12])[CH:10]=1)[CH:8]=[CH2:9]

참가 물질

7

반응물 4

HCID 3314EugenolHCID 79724-MethylmorpholineHCID 78288N-(tert-butoxycarbonyl)glycineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 69920127Amino-acetic acid 4-allyl-2-methoxy-phenyl ester수율 74.5%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

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온도
25 °C

실험 절차

To a solution of Eugenol (0.3 g, 1.82 mmol) in DCM (20 mL), was added Boc-glycine (0.35 g, 2.01 mmol), N-methyl morpholine (0.65 mL, 6.00 mmol), EDC.HCl (0.76 g, 4.0 mmol) and DMAP at ice temperature. The mixture was allowed to stir at room temperature (25° C.) over a period of 12 h. The resulting mixture was diluted with DCM (100 mL), washed with water (2×50 mL) and dried over sodium sulphate. The crude product obtained upon evaporation of the solvent was purified by silica gel column chromatography to obtain resulting product as pale yellow oil (300 mg, 46.9%)

후처리

  1. washwashed with water (2×50 mL)
  2. dry with materialdried over sodium sulphate
  3. customThe crude product obtained upon evaporation of the solvent
  4. customwas purified by silica gel column chromatography
  5. customto obtain

출처 및 근거

ORD 기록
ord-20563f5d9d02499d865f4a5bbbe742c0
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846721B2

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