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4-Aminobenzophenone → N-[4-(Phenylcarbonyl)phenyl]-3,3-difluoro-2-hydroxy-2-difluoromethylpropanamide

HRID 865077
ノート
印刷プレビュー

反応式

HRID 865077 の反応式
[F:1][CH:2]([F:11])[C:3]([CH:8]([F:10])[F:9])([OH:7])[C:4](O)=[O:5].C(C1NC=CN=1)(C1NC=CN=1)=O.[NH2:24][C:25]1[CH:38]=[CH:37][C:28]([C:29]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:30])=[CH:27][CH:26]=1>O1CCCC1>[C:31]1([C:29]([C:28]2[CH:27]=[CH:26][C:25]([NH:24][C:4](=[O:5])[C:3]([OH:7])([CH:8]([F:10])[F:9])[CH:2]([F:11])[F:1])=[CH:38][CH:37]=2)=[O:30])[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1
参加物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 143464-AminobenzophenoneHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 222874542,2-Bis-difluoromethyl-2-hydroxyacetic acid

生成物 1

HCID 21480127N-[4-(Phenylcarbonyl)phenyl]-3,3-difluoro-2-hydroxy-2-difluoromethylpropanamide収率 25%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2,2,-bis-difluoromethyl-2-hydroxy-acetic acid (1.76 g, 10 mmole) in tetrahydrofuran (40 ml) was added carbonyl diimidazole (0.81 g, 5 mmole). The flask was placed in a sonic bath and the reaction sonicated for 20 minutes followed by addition of 4-aminobenzophenone. The reaction was sonicated for 18 hours. The reaction mixture was filtered and the filtrate evaporated to dryness. The recovered pasty solid was washed with ether and the combined ether washings evaporated. The recovered solid was crystallized from ethyl acetate/hexane to give the title compound (0.89 g, 25%) as yellow crystals; mp 139°-142° C.

後処理

  1. customThe flask was placed in a sonic bath
  2. customthe reaction sonicated for 20 minutes
  3. customThe reaction was sonicated for 18 hours
  4. filtrationThe reaction mixture was filtered
  5. customthe filtrate evaporated to dryness
  6. washThe recovered pasty solid was washed with ether
  7. customthe combined ether washings evaporated
  8. customThe recovered solid was crystallized from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-958e3f7607454b0882b28731a9f520a3
出典データセット
uspto-grants-1996_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05565465

反応ノート

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