Ethyl Acetate → HCID 19906362、化合物

HRID 2371808ノート

反応式

HRID 2371808 の反応式
[F:1][C:2]([F:17])([F:16])[C:3]([NH:5][C:6]1[CH:14]=[C:13]2[C:9]([CH2:10][CH2:11][C:12]2=[O:15])=[CH:8][CH:7]=1)=[O:4].C(OCC)(=O)C>[Pd].CN(C)C=O>[OH:15][CH:12]1[C:13]2[C:9](=[CH:8][CH:7]=[C:6]([NH:5][C:3](=[O:4])[C:2]([F:16])([F:17])[F:1])[CH:14]=2)[CH2:10][CH2:11]1

参加物

5

反応物 2

HCID 8857Ethyl AcetateHCID 19906408HCID 19906408、化合物

生成物 1

HCID 19906362HCID 19906362、化合物収率 56.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 10% (w/w) palladium on carbon (2.34 g), 6-(trifluoroacetamido)indan-1-one (7.79 g), ethyl acetate (53 ml) and dimethylformamide (11 ml) was hydrogenated at atmospheric pressure for 72 h. The reaction mixture was filtered through diatomaceous earth with ethyl acetate wash and evaporated. The residue was flash chromatographed, eluting with 95:5 methylene chloride:methanol, and triturated with ether to give 1-hydroxy-6-(trifluoroacetamido)indane (4.41 g, 56%) as a colorless solid; mp 123.0°-124.5° C.; MS(EI), m/e=245(M+.).

後処理

  1. filtrationThe reaction mixture was filtered through diatomaceous earth with ethyl acetate
  2. washwash
  3. customevaporated
  4. customchromatographed
  5. washeluting with 95:5 methylene chloride
  6. custommethanol, and triturated with ether

出典と根拠

ORDレコード
ord-28712b2f986e4d909e9c82d8aab31a17
出典データセット
uspto-grants-1992_03
特許番号
US05095038

反応ノート

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