Ammonia → HCID 58124845, 화합물

HRID 1971734노트

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HRID 1971734 반응식
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:15](=O)[C:16](N(C(C)(C)C)CCCCC#C)=[O:17])[CH:9]2[C:12](O)=O)=[CH:4][C:3]=1[O:30][CH3:31].[C:32]([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C.[NH3:44].CC[CH2:47][CH2:48][CH2:49][CH2:50][CH3:51].C(O[CH:56]([CH3:58])[CH3:57])(C)C>O>[C:56]([N:44]1[CH2:47][CH2:48][CH2:49][CH2:50][C:51]2[CH:12]=[C:9]3[C:10]4[CH:11]=[C:2]([Br:1])[C:3]([O:30][CH3:31])=[CH:4][C:5]=4[CH2:6][CH2:7][N:8]3[C:15]=2[C:16]1=[O:17])([CH3:58])([CH3:32])[CH3:57]

참가 물질

7

반응물 5

HCID 222AmmoniaHCID 7918Acetic Anhydride2회HCID 517045Sodium AcetateHCID 22997467HCID 22997467, 화합물HCID 58124942HCID 58124942, 화합물

생성물 1

HCID 58124845HCID 58124845, 화합물

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
105 °C

실험 절차

A mixture of 420 g of 19c and 500 mg of sodium acetate and 8 ml of acetic anhydride was heated at 105° C. for 3 h. The reaction mixture was cooled and diluted with 20 ml of water and stirred for 1 h to decompose the acetic anhydride. Then a solution of cold conc. ammonia was added to pH 8. The product was extracted with ethyl acetate. The organic layer was washed, dried, concentrated and the crude material was chromatographed over silica gel, using a gradient of heptane/ethyl acetate as eluent. The material thus isolated was treated with heptane/diisopropyl ether (1/1) to provide 95 mg of 19d as white crystalline material; Mp 127-129° C.

후처리

  1. temperatureThe reaction mixture was cooled
  2. extractionThe product was extracted with ethyl acetate
  3. washThe organic layer was washed
  4. customdried
  5. concentrationconcentrated
  6. customthe crude material was chromatographed over silica gel
  7. customThe material thus isolated

출처 및 근거

ORD 기록
ord-b7aff978435241788a244200db87c1ef
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08431564B2

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