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Tyrosol → HCID 70157854, 화합물

HRID 1936745
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HRID 1936745 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]CO)=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][CH:14]([NH:20][C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:22])[C:15]([O:17][CH2:18][CH3:19])=[O:16].C([O-])([O-])=[O:32].[Cs+].[Cs+]>C(#N)C>[OH:32][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:12][CH2:13][C@@H:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[NH:20][C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])=[CH:7][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10393TyrosolHCID 10796Cesium carbonateHCID 15857342HCID 15857342, 화합물

생성물 1

HCID 70157854HCID 70157854, 화합물수율 81.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

The mixture constituted by 690 mg of 4-hydroxybenzenethanol, 1.72 g of ethyl 4-bromo-2-[[(phenylmethoxy)carbonyl]amino]butanoate and 1.63 g of Cs2CO3 in 100 ml of acetonitrile is heated under reflux or 45 minutes, the solid is filtered, washed with dichloromethane then the filtrate is evaporated under reduced pressure until 2.6 g of crude product is obtained which is purified by chromatography on a silica column (Kieselgel 60; 40-63 μm) eluting with a dichloromethane/methanol mixture 9/5. 1.58 g of expected product is obtained.

후처리

  1. temperatureis heated
  2. temperatureunder reflux or 45 minutes
  3. filtrationthe solid is filtered
  4. washwashed with dichloromethane
  5. customthe filtrate is evaporated under reduced pressure until 2.6 g of crude product
  6. customis obtained which
  7. customis purified by chromatography on a silica column (Kieselgel 60; 40-63 μm)
  8. washeluting with a dichloromethane/methanol mixture 9/5

출처 및 근거

ORD 기록
ord-2a3a04d2948e49399d304c9db6f3774a
출처 데이터셋
uspto-grants-2002_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06391904B1

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