Ethyl Acetate → HCID 19906362, 화합물

HRID 2371808노트

반응식

HRID 2371808 반응식
[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

참가 물질

5

반응물 2

HCID 8857Ethyl AcetateHCID 19906408HCID 19906408, 화합물

생성물 1

HCID 19906362HCID 19906362, 화합물수율 56.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6228Dimethylformamide용매

실험 절차

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+.).

후처리

  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

출처 및 근거

ORD 기록
ord-28712b2f986e4d909e9c82d8aab31a17
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05095038

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