Ethanol → ethyl 5-chloro-3-(trifluoromethyl)-1H-pyrazole-1-acetate

HRID 2096012ノート

反応式

HRID 2096012 の反応式
Cl.[NH:2]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[NH2:3].C(N(CC)CC)C.C(O)C.[Cl:20][C:21](Cl)=[CH:22][C:23](=O)[C:24]([F:27])([F:26])[F:25]>ClCCl.CN(C)C=O>[Cl:20][C:21]1[N:2]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:3]=[C:23]([C:24]([F:27])([F:26])[F:25])[CH:22]=1

参加物

7

反応物 4

HCID 702EthanolHCID 8471TriethylamineHCID 11593468Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1)HCID 155483241,1,1-Trifluoro-4,4-dichloro-3-buten-2-one

生成物 1

HCID 66016896ethyl 5-chloro-3-(trifluoromethyl)-1H-pyrazole-1-acetate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

To a mixture of ethyl hydrazinoacetate hydrochloride (2.8 g, 18.1 mmol) and triethylamine (9.2 g, 91 mmol) in a solution of ethanol (20 mL) and N,N-dimethylformamide (1 mL), a solution of crude 4,4-dichloro-1,1,1-trifluoro-3-buten-2-one in dichloromethane (20 mL) was added dropwise while keeping the temperature of the reaction mixture below 10° C. After stirring a further 2 h at below 10° C., the reaction mixture was concentrated under reduced pressure. The residue was diluted with diethyl ether, and the mixture was filtered. The resulting filtrate was concentrated to give 4.34 g of the title compound as a solid. This compound was of sufficient purity to use in subsequent reactions.

後処理

  1. customthe temperature of the reaction mixture below 10° C
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionThe residue was diluted with diethyl ether
  4. filtrationthe mixture was filtered
  5. concentrationThe resulting filtrate was concentrated

出典と根拠

ORDレコード
ord-9d18f8d6da01497e983e42db3e9c1450
出典データセット
uspto-grants-2013_05
特許番号
US08449898B2

反応ノート

読み込み中…