Phosphorus pentachloride → 4-Bromo-2-(methoxyimino)-3-oxobutanoyl chloride

HRID 990208ノート

反応式

HRID 990208 の反応式
[Br:1][CH2:2][C:3](=[O:11])[C:4](=[N:8][O:9][CH3:10])[C:5](O)=[O:6].P(Cl)(Cl)(Cl)(Cl)[Cl:13]>C(Cl)Cl>[Br:1][CH2:2][C:3](=[O:11])[C:4](=[N:8][O:9][CH3:10])[C:5]([Cl:13])=[O:6]

参加物

4

反応物 2

HCID 24819Phosphorus pentachlorideHCID 536512154-Bromo-2-(methoxyimino)-3-oxobutanoic acid

生成物 1

HCID 534266374-Bromo-2-(methoxyimino)-3-oxobutanoyl chloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-20 °C

実験手順

4-bromo-2-methoxyimino-3-oxobutyric acid (2.57 g) is added to methylene chloride (20 ml) and the solution is cooled to −20° C. Phosphorous pentachloride (2.5 g) is added in small lots over a period of 5 min while maintaining the temperature between −20° C. and −15° C. Thereafter, the temperature is slowly raised to −5° C. and the reaction mass is stirred at −5° C. to 0° C. until the starting material's absence is noted with TLC in about 30 mins. Aqueous workup was done to remove inorganic impurities and byproducts and the organic layer was dried over anhydrous sodium sulfate. This solution is taken as is for the next stage.

後処理

  1. temperaturewhile maintaining the temperature between −20° C. and −15° C
  2. temperatureThereafter, the temperature is slowly raised to −5° C.
  3. customto remove inorganic impurities and byproducts
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate

出典と根拠

ORDレコード
ord-00dbb20c680f435888eaa5afdc29c8c4
出典データセット
uspto-grants-2002_10
特許番号
US06458949B1

反応ノート

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