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Potassium Carbonate → HCID 14995282、化合物

HRID 2248877
ノート
印刷プレビュー

反応式

HRID 2248877 の反応式
O.O.O.O.O.[N:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8][C:7]=1[CH2:16][O:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][CH:24]=1)[O-:21].[Na+].C(=O)([O-])[O-].[K+].[K+].[C:32]([C:34]1[O:35][C:36]2[CH:42]=[C:41]([CH2:43]Br)[CH:40]=[CH:39][C:37]=2[N:38]=1)#[N:33]>CC(C)=O.CN(C)C=O>[C:32]([C:34]1[O:35][C:36]2[CH:42]=[C:41]([CH2:43][O:21][C:20]3[CH:22]=[CH:23][CH:24]=[C:18]([O:17][CH2:16][C:7]4[CH:8]=[CH:9][C:10]5[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=5)[N:6]=4)[CH:19]=3)[CH:40]=[CH:39][C:37]=2[N:38]=1)#[N:33]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 19994737HCID 19994737、化合物HCID 23684420HCID 23684420、化合物

生成物 1

HCID 14995282HCID 14995282、化合物

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of sodium 3-(2-quinolinylmethyloxy)phenoxide pentahydrate (3.63 g, 10 mmol) in acetone (85 ml) and dimethylformamide (10 ml) at room temperature are added successively potassium carbonate (2.07 g, 15 mmol) and 2-cyano-6-bromomethylbenzoxazole (1.90 g, 8.02 mmol). The resulting solution-suspension is refluxed for 16 hours and concentrated. Water (100 ml) and ethyl acetate (200 ml are added. Extraction with ethyl acetate is followed by washing with water and brine, drying (MgSO4) and evaporation under reduced pressure. The residue is subjected to flash chromatography over silica gel. Elution with 33% ethyl acetate in hexane and concentration of the appropriate fractions provides 2-cyano-6-[3-(2-quinolinylmethyloxy)phenoxymethyl]benzoxazole which is used directly in the next step.

後処理

  1. temperatureThe resulting solution-suspension is refluxed for 16 hours
  2. concentrationconcentrated
  3. additionWater (100 ml) and ethyl acetate (200 ml are added
  4. extractionExtraction with ethyl acetate
  5. washby washing with water and brine
  6. customdrying
  7. custom(MgSO4) and evaporation under reduced pressure
  8. washElution with 33% ethyl acetate in hexane and concentration of the appropriate fractions

出典と根拠

ORDレコード
ord-bb0711b0e70f47f589cb1ad4efd9d844
出典データセット
uspto-grants-1991_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05041453

反応ノート

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