Ammonia → HCID 58124845、化合物

HRID 1971734ノート

反応式

HRID 1971734 の反応式
[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]

参加物

7

反応物 5

HCID 222AmmoniaHCID 7918Acetic Anhydride2 回HCID 517045Sodium AcetateHCID 22997467HCID 22997467、化合物HCID 58124942HCID 58124942、化合物

生成物 1

HCID 58124845HCID 58124845、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
105 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b7aff978435241788a244200db87c1ef
出典データセット
uspto-grants-2013_04
特許番号
US08431564B2

反応ノート

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