Water → HCID 67469173、化合物

HRID 1019757ノート

反応式

HRID 1019757 の反応式
[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]

参加物

5

反応物 3

HCID 962WaterHCID 5234Sodium ChlorideHCID 25156888HCID 25156888、化合物

生成物 1

HCID 67469173HCID 67469173、化合物収率 90.4%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6d5a1271b31e406b915f79c5544bf587
出典データセット
uspto-grants-2014_05
特許番号
US08716287B2

反応ノート

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