Sodium Bicarbonate → tert-Butyl (2-(hydroxymethyl)pyridin-3-yl)carbamate

HRID 250982ノート

反応式

HRID 250982 の反応式
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[C:9]([CH:14]=[O:15])=[N:10][CH:11]=[CH:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].C([O-])(O)=O.[Na+]>CO>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[C:9]([CH2:14][OH:15])=[N:10][CH:11]=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 10911130tert-butyl N-(2-formylpyridin-3-yl)carbamate

生成物 1

HCID 17750194tert-Butyl (2-(hydroxymethyl)pyridin-3-yl)carbamate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of (2-formyl-pyridin-3-yl)-carbamic acid tert-butyl ester (0.581 g, 2.66 mmol) in dry MeOH (10 mL) was slowly added NaBH4 (0.200 g, 5.32 mmol). The mixture was stirred for 40 min, and saturated aqueous NaHCO3 (10 mL) was added. The MeOH was removed, and the aqueous residue was extracted with CH2Cl2 (5×25 mL). The organic extracts were combined, and dried over anhydrous Na2SO4. After filtration the solvent was removed by evaporation under vacuum, affording (2-hydroxymethyl-pyridin-3-yl)-carbamic acid tert-butyl ester as a white solid.

後処理

  1. customThe MeOH was removed
  2. extractionthe aqueous residue was extracted with CH2Cl2 (5×25 mL)
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationAfter filtration the solvent
  5. customwas removed by evaporation under vacuum

出典と根拠

ORDレコード
ord-c97326dc895b4320b2a3a3b0de7a7507
出典データセット
uspto-grants-2011_01
特許番号
US07863293B2

反応ノート

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