Phosphorus oxychloride → methyl 3-chloro-1-methyl-4,5-dihydro-1H-pyrazole-5-carboxylate

HRID 402484

反応式

HRID 402484 の反応式
O=P(Cl)(Cl)[Cl:3].O[C:7]1[CH2:11][CH:10]([C:12]([O:14][CH3:15])=[O:13])[N:9]([CH3:16])[N:8]=1>C(Cl)(Cl)Cl>[Cl:3][C:7]1[CH2:11][CH:10]([C:12]([O:14][CH3:15])=[O:13])[N:9]([CH3:16])[N:8]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178498599HCID 178498599、化合物

生成物 1

HCID 67209560methyl 3-chloro-1-methyl-4,5-dihydro-1H-pyrazole-5-carboxylate収率 52.2%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

To a solution of POCl3 (31.8 ml, 341 mmol) and Net3 (47.6 ml, 341 mmol) in CHCl3 (100 ml) at −5° C. was added a solution of methyl 3-hydroxy-1-methyl-4,5-dihydro-1H-pyrazole-5-carboxylate (36 g, 228 mmol) in CHCl3 (100 ml). After 1 h at this temperature, the mixture was stirred for another 20 h under warming to rt. Then, the reaction mixture was poured on ice water and extracted with CHCl3. The combined organics were washed with water, dried over Na2SO4 and evaporated under reduced pressure. This yielded the title compound (21 g, 52%) which was used in the next step without further purification. [LCMS RtJ=0.63 min; [M+H]+=177.0, 179.0]

後処理

  1. additionThen, the reaction mixture was poured on ice water
  2. extractionextracted with CHCl3
  3. washThe combined organics were washed with water
  4. dry with materialdried over Na2SO4
  5. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-d744a7b091ec495990d10dac49ef6102
出典データセット
uspto-grants-2014_06
特許番号
US08742106B2

関連ノート

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