Lithium Carbonate → HCID 68675630、化合物

HRID 2233015ノート

反応式

HRID 2233015 の反応式
[CH2:1]([O:3][C:4]([C:6]1[NH:10][C:9](=[O:11])[N:8]([C:12]([CH3:15])([CH3:14])[CH3:13])[N:7]=1)=[O:5])[CH3:2].Br[CH2:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20].C(=O)([O-])[O-].[Li+].[Li+].C(#N)C.CN(C=O)C>CCOC(C)=O>[CH2:1]([O:3][C:4]([C:6]1[N:10]([CH2:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])[C:9](=[O:11])[N:8]([C:12]([CH3:14])([CH3:13])[CH3:15])[N:7]=1)=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 11125Lithium CarbonateHCID 21642BromopinacoloneHCID 21891449acetonitrile N,N-dimethylformamideHCID 135961911HCID 135961911、化合物

生成物 1

HCID 68675630HCID 68675630、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

A solution of 3.0 g of the product of Step B, 7.41 g of 1-bromo-3,3-dimethyl-2-butanone, and 4.15 g of lithium carbonate in a 2:1 mixture of acetonitrile/DMF (90 mL) was heated at 100° C. for four h. The reaction mixture was cooled to room temperature, diluted with EtOAc, and washed with sat. ammonium chloride solution. The aqueous layer was extracted with EtOAc and the combined organic layers were washed with sat. lithium chloride solution, dried over sodium sulfate, filtered, and concentrated. Purification by silica gel chromatography afforded 1-tert-butyl-4-(3,3-dimethyl-2-oxo-butyl)-5-oxo-4,5-dihydro-1H-[1,2,4]triazole-3-carboxylic acid ethyl ester as a yellow oil. MS (M+H+)=312.3.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed with sat. ammonium chloride solution
  3. extractionThe aqueous layer was extracted with EtOAc
  4. washthe combined organic layers were washed with sat. lithium chloride solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customPurification by silica gel chromatography

出典と根拠

ORDレコード
ord-6eac4f8729374cc38f4d6e4b5b3901aa
出典データセット
uspto-grants-2010_05
特許番号
US07709473B2

反応ノート

読み込み中…