5-(4-Formylphenyl)pyrimidine → (4-Pyrimidin-5-ylphenyl)methanol

HRID 1809165ノート

反応式

HRID 1809165 の反応式
[N:1]1[CH:6]=[C:5]([C:7]2[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[CH:9][CH:8]=2)[CH:4]=[N:3][CH:2]=1.[BH4-].[Na+]>CO>[N:1]1[CH:6]=[C:5]([C:7]2[CH:8]=[CH:9][C:10]([CH2:11][OH:12])=[CH:13][CH:14]=2)[CH:4]=[N:3][CH:2]=1

参加物

4

反応物 2

HCID 38612125-(4-Formylphenyl)pyrimidineHCID 4311764Sodium borohydride2 回

生成物 1

HCID 7162046(4-Pyrimidin-5-ylphenyl)methanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a 100 mL recovery flask was added 4-(5-pyrimidinyl)-benzaldehyde 48 (1.01 g, 5.49 mmol, 1.0 eq.) and CH3OH (30 mL). The resulting suspension was stirred upon which NaBH4 (311 mg, 8.23 mmol, 1.5 eq.) was added. Upon addition of NaBH4 the reaction became homogeneous. After stirring at room temperature for 2 h, the reaction was complete by LC/MS. The reaction mixture was concentrated and diluted with EtOAc upon which it was washed with a succession of water and brine. The aqueous phases were combined and extracted with EtOAc. The organic phases were dried over anhydrous Na2SO4, filtered, and concentrated to give a fine yellow powder that was used in subsequent reactions without further purification (523 mg, 51%).

後処理

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with EtOAc upon which it
  4. washwas washed with a succession of water and brine
  5. extractionextracted with EtOAc
  6. dry with materialThe organic phases were dried over anhydrous Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customto give a fine yellow powder that
  10. customwas used in subsequent reactions without further purification (523 mg, 51%)

出典と根拠

ORDレコード
ord-278a6c1a754c4bc7a7f03227288b8f0d
出典データセット
uspto-grants-2013_01
特許番号
US08362017B2

反応ノート

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