Water → HCID 178524912、化合物

HRID 2169207ノート

反応式

HRID 2169207 の反応式
C([O:5][C:6]([C:8]1[NH:9][C:10]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Br:30])=[N:11][C:12](=[O:22])[C:13]=1[O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:7])(C)(C)C.[Li+].[OH-].O>O1CCCC1>[CH2:15]([O:14][C:13]1[C:12](=[O:22])[N:11]=[C:10]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Br:30])[NH:9][C:8]=1[C:6]([OH:7])=[O:5])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 178450868HCID 178450868、化合物

生成物 1

HCID 178524912HCID 178524912、化合物収率 90.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5-(Benzyloxy)-2-(2-bromobenzyl)-6-oxo-3,6-dihydro-pyrimidine-4-carboxylic acid tert-butyl ester (67) (2.69 g, 5.71 mmol, Eq: 1.00) and LiOH (683 mg, 28.5 mmol, Eq: 5) were stirred in tetrahydrofuran (18 ml)/water (9.00 ml) under reflux for 6 h, at room temperature overnight and again to reflux for 3 h. Then the solvent was mostly removed. The remaining oil was diluted with water and extracted with ethyl acetate. The aqueous layer was cooled in an ice bath and was acidified with HCl conc. Precipitate formed, was collected by filtration, washed with water and dried to afford 5-(benzyloxy)-2-(2-bromobenzyl)-6-oxo-3,6-dihydro-pyrimidine-4-carboxylic acid (68) (2.14 g, 5.15 mmol, 90.3% yield) as a white solid.

後処理

  1. temperatureagain to reflux for 3 h
  2. customThen the solvent was mostly removed
  3. additionThe remaining oil was diluted with water
  4. extractionextracted with ethyl acetate
  5. temperatureThe aqueous layer was cooled in an ice bath
  6. customformed
  7. filtrationwas collected by filtration
  8. washwashed with water
  9. customdried

出典と根拠

ORDレコード
ord-98aa5b95e67f46898c0d883550957e35
出典データセット
uspto-grants-2015_06
特許番号
US09045486B2

反応ノート

読み込み中…