Formaldehyde → methyl 1-(hydroxymethyl)-1H-pyrazole-4-carboxylate

HRID 1983025ノート

反応式

HRID 1983025 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][NH:8][CH:9]=1)=[O:4].[CH2:10]=[O:11].C(N(CC)CC)C>CC(C)=O>[OH:11][CH2:10][N:7]1[CH:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:9]=[N:8]1

参加物

5

反応物 3

HCID 712Formaldehyde2 回HCID 8471Triethylamine2 回HCID 9793760Methyl 1H-pyrazole-4-carboxylate

生成物 1

HCID 23149172methyl 1-(hydroxymethyl)-1H-pyrazole-4-carboxylate収率 79.6%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
130 °C

実験手順

The mixture of 1.40 g of 4-methoxycarbonyl-1H-pyrazole, 0.37 g of paraformaldehyde and 0.11 g of triethylamine was stirred at 130° C. for 1 hour. 0.74 g of paraformaldehyde and 2 ml of triethylamine were added to the mixture and stirred at 130° C. for 2 hours. After the reaction mixture was cooled to room temperature, acetone was added. After the mixture was filtered, the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.38 g of 1-(hydroxymethyl)-4-methoxycarbonyl-1H-pyrazole.

後処理

  1. stirringstirred at 130° C. for 2 hours
  2. temperatureAfter the reaction mixture was cooled to room temperature
  3. filtrationAfter the mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-33722893bd724639b992c6a8f08dda9d
出典データセット
uspto-grants-2009_06
特許番号
US07541374B2

反応ノート

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