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Acetyl chloride → HCID 11268197、化合物

HRID 636849
ノート
印刷プレビュー

反応式

HRID 636849 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:10]=[C:11]([CH:15]3[CH2:20][CH2:19][O:18][CH:17](C#N)[CH2:16]3)[CH:12]=[CH:13][CH:14]=2)=[CH:4][CH:3]=1.C[CH2:24][N:25](CC)CC.[C:30](Cl)(=[O:32])[CH3:31]>CCOC(C)=O>[C:24]([C:15]1([C:11]2[CH:10]=[C:9]([S:8][C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:30](=[O:32])[CH3:31])=[CH:7][CH:6]=3)[CH:14]=[CH:13][CH:12]=2)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)#[N:25]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 21255963HCID 21255963、化合物

生成物 1

HCID 11268197HCID 11268197、化合物収率 52%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

反応条件

温度
55 °C

実験手順

4-[3-(4-amino-phenyl sulfanyl)-phenyl]-tetrahydro-pyran-carbonitrile (93.57 g) and Et3N (53.1 mL) were dissolved in EtOAc (1.23 L) and heated to 50-60° C. To this solution was added acetylchloride (27.7 ml) in EtOAc (73 mL) over 30 minutes. The suspension obtained was filtered and the filter cake was washed with EtOAc (3×150 mL). The combined EtOAc solutions were washed with water (0.5 L), half saturated aqueous Na2CO3 (2×0.5 L), water (0.5 L) and saturated aqueous NaCl (0.25 L). The organics were dried with Na2SO4 and evaporated at 40° C. The crude product was recrystallized from refluxing EtOH (0.52 L) to give after cooling, filtration and drying at 40° C./20 mbar, N-{4-[3-(4-Cyano-tetrahydro-pyran-4yl)-phenyl sulfanyl]-phenyl}acetamide (55.27 g, 52% yield).

後処理

  1. customThe suspension obtained
  2. filtrationwas filtered
  3. washthe filter cake was washed with EtOAc (3×150 mL)
  4. washThe combined EtOAc solutions were washed with water (0.5 L), half saturated aqueous Na2CO3 (2×0.5 L), water (0.5 L) and saturated aqueous NaCl (0.25 L)
  5. dry with materialThe organics were dried with Na2SO4
  6. customevaporated at 40° C
  7. customThe crude product was recrystallized
  8. temperaturefrom refluxing EtOH (0.52 L)
  9. customto give
  10. temperatureafter cooling
  11. filtrationfiltration

出典と根拠

ORDレコード
ord-416e655c91a14b83823f96247b2b69f9
出典データセット
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06194585B1

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート