Methanol → HCID 59635786、化合物

HRID 406769ノート

反応式

HRID 406769 の反応式
[BH4-].[Li+].C[O:4][C:5](=O)[C:6]([CH3:17])([CH3:16])[CH2:7][N:8]1[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][C:9]1=[O:15].CO>O1CCCC1.[O-]S([O-])(=O)=O.[Mg+2]>[Br:14][C:11]1[CH:12]=[CH:13][N:8]([CH2:7][C:6]([CH3:16])([CH3:17])[CH2:5][OH:4])[C:9](=[O:15])[CH:10]=1

参加物

6

反応物 3

HCID 887MethanolHCID 4148881Lithium borohydrideHCID 59635660HCID 59635660、化合物

生成物 1

HCID 59635786HCID 59635786、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 24083Sulfuric acid magnesium salt (1:1)溶媒

実験手順

Lithium borohydride (25 mg) was added to a solution of 3-(4-bromo-2-oxo-2H-pyridin-1-yl)-2,2-dimethyl-propionic acid methyl ester (0.29 g) in tetrahydrofuran (3 mL) chilled in an ice bath. Then methanol (45 μL) was added and the mixture was stirred in the cooling bath for 1 h and at room temperature overnight. The mixture was diluted with tetrahydrofuran and MgSO4 was added. The mixture was filtered and the filtrate was concentrated. The residue was purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:1) to afford the title compound as a colorless oil. Yield: 0.13 g (49% of theory); Mass spectrum (ESI+): m/z=260/262 (Br) [M+H]+.

後処理

  1. temperaturechilled in an ice bath
  2. additionwas added
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrate was concentrated
  5. customThe residue was purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:1)

出典と根拠

ORDレコード
ord-3ab8c4e009b64e15a7a567fa6219fa0d
出典データセット
uspto-grants-2014_06
特許番号
US08754076B2

反応ノート

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