Water → HCID 86682561、化合物

HRID 1469140ノート

反応式

HRID 1469140 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[Cl:11][C:12](Cl)([O:14]C(=O)OC(Cl)(Cl)Cl)Cl.N1C=CC=CC=1.O>C(Cl)Cl>[Cl:11][C:12]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:14]

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 94429TriphosgeneHCID 12917181Ethyl 5-hydroxypentanoate

生成物 1

HCID 86682561HCID 86682561、化合物収率 179.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

Ethyl 5-hydroxypentanoate (1.12 g, 7.66 mmol) was dissolved in 25 mL of methylene chloride, triphosgene (772 mg, 0.34 equivalent), and pyridine (0.743 mL, 1.2 equivalent) were sequentially added while stirred at 0° C., and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, water was added, and extraction operation (methylene chloride) was performed. The separated organic layer was washed using an aqueous saturated sodium chloride solution, and dried with magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the crude product. This was purified by column chromatography (ethyl acetate:n-hexane=1:10) to obtain the title compound (972 mg) having the following physical property values.

後処理

  1. stirringthe mixture was stirred at room temperature for 1 hour
  2. additionwas added
  3. extractionextraction operation (methylene chloride)
  4. washThe separated organic layer was washed
  5. dry with materialdried with magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customto obtain the crude product
  8. customThis was purified by column chromatography (ethyl acetate:n-hexane=1:10)

出典と根拠

ORDレコード
ord-a38eb0cbc66f43bf8ca5aabdc4c4077d
出典データセット
uspto-grants-2015_04
特許番号
US09006246B2

反応ノート

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