Sodium Hydroxide → HCID 58557018、化合物

HRID 469447ノート

反応式

HRID 469447 の反応式
Br[CH:2]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3]([O:5]CC)=[O:4].[NH2:14][C:15]1[CH:19]=[CH:18][S:17][C:16]=1[C:20](=[O:22])[CH3:21].[OH-].[Na+]>C(#N)C>[C:20]([C:16]1[S:17][CH:18]=[CH:19][C:15]=1[NH:14][CH:2]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:3]([OH:5])=[O:4])(=[O:22])[CH3:21]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 97780Ethyl bromophenylacetateHCID 27352332-Acetyl-3-aminothiophene

生成物 1

HCID 58557018HCID 58557018、化合物収率 34.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of ethyl 2-bromo-2-phenylacetate (349 μl, 2.00 mmol) and 1-(3-aminothiophen-2-yl)ethanone (282 mg, 2.00 mmol) in acetonitrile (2 ml) was heated under microwave irradiation at 100° C. for 1 hour. Acetonitrile was evaporated, and the residue was dissolved in EtOH (2 ml), and sodium hydroxide (80.0 mg, 2.00 mmol) was added. The reaction mixture was stirred at room temperature for 24 hours, and then ethanol was evaporated under vacuum. The residue was taken up with water and washed with EtOAc. The pH of the aqueous phase was adjusted to 3 with HCl, and the aqueous phase was back-extracted with EtOAc. The organic phase was dried over Na2SO4, filtered and evaporated to dryness to obtain 2-(2-acetylthiophen-3-ylamino)-2-phenylacetic acid (188 mg, 34% yield), which was used in the next step without any further purification.

後処理

  1. customAcetonitrile was evaporated
  2. dissolutionthe residue was dissolved in EtOH (2 ml)
  3. customethanol was evaporated under vacuum
  4. washwashed with EtOAc
  5. extractionthe aqueous phase was back-extracted with EtOAc
  6. dry with materialThe organic phase was dried over Na2SO4
  7. filtrationfiltered
  8. customevaporated to dryness

出典と根拠

ORDレコード
ord-c72d84c2171b4c7c86332128a3b6233d
出典データセット
uspto-grants-2014_01
特許番号
US08629160B2

反応ノート

読み込み中…