Water → HCID 67469173, 화합물

HRID 1019757노트

반응식

HRID 1019757 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[CH:13](C(OC)=O)[C:14](OC)=[O:15].[Cl-].[Na+].O>CS(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[CH2:13][CH2:14][OH:15]

참가 물질

5

반응물 3

HCID 962WaterHCID 5234Sodium ChlorideHCID 25156888HCID 25156888, 화합물

생성물 1

HCID 67469173HCID 67469173, 화합물수율 90.4%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A solution of dimethyl 2-(2-chloro-5-methoxy-4-nitrophenyl)malonate (15.5 g, 48.7 mmol), sodium chloride (5.70 g, 97.5 mmol) and water (0.876 mL, 48.7 mmol) in DMSO (200 mL) was heated to 120° C. for 2 hours. The cooled reaction mixture was partitioned between water (1000 mL) and EtOAc (200 mL) and the separated aqueous phase was extracted with EtOAc (200 mL). The combined organic extracts were washed with brine (150 mL), dried (Na2SO4) and concentrated under reduced pressure. The crude product was purified by column chromatography on neutral silica gel using 3-10% EtOAc in hexane to give the title compound (10.2 g, 86%) as a solid.

후처리

  1. customThe cooled reaction mixture
  2. customwas partitioned between water (1000 mL) and EtOAc (200 mL)
  3. extractionthe separated aqueous phase was extracted with EtOAc (200 mL)
  4. washThe combined organic extracts were washed with brine (150 mL)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified by column chromatography on neutral silica gel using 3-10% EtOAc in hexane

출처 및 근거

ORD 기록
ord-6d5a1271b31e406b915f79c5544bf587
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716287B2

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