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Cesium carbonate → HCID 70158418, 화합물

HRID 1936744
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HRID 1936744 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:4][CH:3]=1.Br[CH2:13][CH2:14][CH:15]([NH:21][C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])[C:16]([O:18][CH2:19][CH3:20])=[O:17].C([O-])([O-])=O.[Cs+].[Cs+]>C(#N)C>[OH:11][CH2:10][CH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:13][CH2:14][C@@H:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[NH:21][C:22]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:23])=[CH:7][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 824523-(4-Hydroxyphenyl)propanolHCID 15857342HCID 15857342, 화합물

생성물 1

HCID 70158418HCID 70158418, 화합물수율 52.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

The mixture constituted by 306 mg of 4-hydroxybenzenepropanol, 770 mg of ethyl 4-bromo-2-[[(phenylmethoxy)carbonyl]amino]butanoate and 740 mg of Cs2CO3 in 10 ml of acetonitrile is heated under reflux for 45 minutes, the solid is filtered, washed with dichloromethane then the filtrate is evaporated under reduced pressure until 1.5 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 95/5. 440 mg of expected product is obtained.

후처리

  1. temperatureis heated
  2. temperatureunder reflux for 45 minutes
  3. filtrationthe solid is filtered
  4. washwashed with dichloromethane
  5. customthe filtrate is evaporated under reduced pressure until 1.5 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 95/5

출처 및 근거

ORD 기록
ord-1e48bb9b41814a59914791a66702d168
출처 데이터셋
uspto-grants-2002_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06391904B1

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