Methanol → methyl 4-methylnicotinate

HRID 2204510ノート

反応式

HRID 2204510 の反応式
[CH3:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[CH:4][CH:3]=1.OS(O)(=O)=O.[CH3:16]O>>[CH3:1][C:2]1[C:7]([C:8]([O:10][CH3:16])=[O:9])=[CH:6][N:5]=[CH:4][CH:3]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 2291634-Methylnicotinic acid

生成物 1

HCID 10877301methyl 4-methylnicotinate収率 94%

実験手順

A solution of 4-methylnicotinic acid (2.00 g, 14.6 mmol) and concentrated H2SO4 (4.66 mL, 87.6 mmol) in MeOH (50 mL) was heated at about 60° C. for about 16 h. The reaction was concentrated under reduced pressure then partitioned with EtOAc (150 mL) and saturated aqueous NaHCO3 (200 mL). The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to a constant weight to afford methyl 4-methylnicotinate as a clear liquid (2.30 g, 94%): LC/MS (Table 2, Method a) Rt=1.67 min; MS m/z: 152 (M+H)+.

後処理

  1. concentrationThe reaction was concentrated under reduced pressure
  2. customthen partitioned with EtOAc (150 mL) and saturated aqueous NaHCO3 (200 mL)
  3. dry with materialThe organic layer was dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure to a constant weight

出典と根拠

ORDレコード
ord-5ce128ea16e5461498440d64b3cdd4bf
出典データセット
uspto-grants-2016_06
特許番号
US09365579B2

反応ノート

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