2,3,5-Trifluorobenzaldehyde → 2-(4-Tert-butylpiperazin-1-yl)-3,5-difluorobenzaldehyde

HRID 1695918

反応式

HRID 1695918 の反応式
[C:1]([N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].F[C:12]1[C:19]([F:20])=[CH:18][C:17]([F:21])=[CH:16][C:13]=1[CH:14]=[O:15].O.C(OCC)(=O)C>O1CCOCC1>[C:1]([N:5]1[CH2:10][CH2:9][N:8]([C:12]2[C:19]([F:20])=[CH:18][C:17]([F:21])=[CH:16][C:13]=2[CH:14]=[O:15])[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 27769502,3,5-TrifluorobenzaldehydeHCID 35305721-Tert-butylpiperazineHCID 22728543Water ethylacetate

生成物 1

HCID 577743862-(4-Tert-butylpiperazin-1-yl)-3,5-difluorobenzaldehyde収率 21%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

1-tert-Butylpiperazine (2.3 g, 16.2 mmol) and 2,3,5-trifluorobenzaldehyde (2.6 g, 16.2 mmol) were combined in dioxane and heated to 80° C. overnight. The yellow suspension was poured into H2O/ethyl acetate and the organic layer extracted with 1N HCl. The acidic extract was neutralized with 6N NaOH and extracted with ethyl acetate to yield the crude product as a yellow solid. This solid was purified by silica column to give 2-(4-tert-butylpiperazin-1-yl)-3,5-difluorobenzaldehyde as a yellow solid (0.96 g., 3.4 mmol, 21% yield) 1H-NMR (300 MHz, CDCl3) δ 10.52, (1H, s); 7.35 (1H, m); 7.07 (1H, m); 3.22 (4H, m); 2.71 (4H, m); 1.12 (9H, s) ppm.

後処理

  1. extractionthe organic layer extracted with 1N HCl
  2. extractionThe acidic extract
  3. extractionextracted with ethyl acetate
  4. customto yield the crude product as a yellow solid
  5. customThis solid was purified by silica column

出典と根拠

ORDレコード
ord-e47b4d1178c74676b5fc884f3b91b4aa
出典データセット
uspto-grants-2012_04
特許番号
US08163737B2

関連ノート

読み込み中…