Ethyl vinyl ether → HCID 57434727、化合物

HRID 1363068ノート

反応式

HRID 1363068 の反応式
[Br:1][C:2]1[C:6]([CH:7]=[O:8])=[C:5]([Br:9])[NH:4][N:3]=1.[CH:10]([O:12][CH2:13][CH3:14])=[CH2:11]>Cl.C1(C)C=CC=CC=1>[Br:1][C:2]1[C:6]([CH:7]=[O:8])=[C:5]([Br:9])[N:4]([CH:10]([O:12][CH2:13][CH3:14])[CH3:11])[N:3]=1

参加物

5

反応物 2

HCID 8023Ethyl vinyl ether2 回HCID 574347263,5-dibromo-1H-pyrazole-4-carbaldehyde

生成物 1

HCID 57434727HCID 57434727、化合物収率 92.7%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 1140Toluene溶媒2 回

実験手順

1 g (3.94 mmol) of 3,5-dibromo-1H-pyrazole-4-carboxaldehyde, 1.5 cm3 (16 mmol) of ethyl vinyl ether and 3 drops of 12N concentrated hydrochloric acid are introduced with stirring into 30 cm3 of toluene at a temperature in the region of 20° C. The reaction mixture is stirred for 15 hours at a temperature in the region of 20° C., 1.5 cm3 (16 mmol) of ethyl vinyl ether are then run in and stirring is continued for 15 hours at a temperature in the region of 20° C. The reaction mixture is then diluted with 20 cm3 of toluene and washed with twice 30 cm3 of saturated sodium hydrogen carbonate solution. The organic phase is dried over magnesium sulfate and concentrated to dryness under reduced pressure (2.7 kPa) to give 1.19 g of 3,5-dibromo-1-(1-ethoxyethyl)-1H-pyrazole-4-carboxaldehyde in the form of a yellow oil. 1H NMR spectrum (300 MHz, (CD3)2SO-d6, δ in ppm): 1.10 (t, J=7.5 Hz: 3H); 1.64 (d, J=6.5 Hz: 3H); 3.31 (mt: 1H); 3.51 (mt: 1H); 5.88 (q, J=6.5 Hz: 1H); 9.73 (s: 1H).

後処理

  1. washwashed with twice 30 cm3 of saturated sodium hydrogen carbonate solution
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

出典と根拠

ORDレコード
ord-993ad3cbdd0543e9a06d82fa79efb56b
出典データセット
uspto-grants-2011_02
特許番号
US07884123B2

反応ノート

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