Hydrochloric Acid → 3-hydroxy-N-methoxy-N-methylcyclobutanecarboxamide

HRID 1966164ノート

反応式

HRID 1966164 の反応式
[CH3:1][O:2][N:3]([CH3:11])[C:4]([CH:6]1[CH2:9][C:8](=[O:10])[CH2:7]1)=[O:5].CO.[BH4-].[Na+].Cl>>[OH:10][CH:8]1[CH2:9][CH:6]([C:4]([N:3]([O:2][CH3:1])[CH3:11])=[O:5])[CH2:7]1

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 4311764Sodium borohydrideHCID 86634348N-methoxy-N-methyl-3-oxocyclobutanecarboxamide

生成物 1

HCID 186915573-hydroxy-N-methoxy-N-methylcyclobutanecarboxamide収率 146.6%

実験手順

N-Methoxy-N-methyl-3-oxocyclobutanecarboxamide (1 g, 0.006 mol) was dissolved in methanol (8 mL, 0.2 mol). To the mixture, sodium borohydride (0.2 g, 0.006 mol) was added. The reaction was stirred at rt for 1 h. To the reaction mixture was added 1N aq. HCl to adjust the pH to 2. The mixture was concentrated, then extracted with EtOAc. The combined organic layers were dried over MgSO4 and concentrated to give crude product (1.4 g) as light yellow oil. LCMS calculated for C7H14NO3(M+H)+: 160.0. Found: 160.3.

後処理

  1. concentrationThe mixture was concentrated
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-f6d69ab6914d48fd837fdeb5e79fe91b
出典データセット
uspto-grants-2013_04
特許番号
US08420629B2

反応ノート

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