Toluene → N-methoxy-N-methyl-1,4-Dioxaspiro[4.5]decane-8-carboxamide

HRID 626179ノート

反応式

HRID 626179 の反応式
[CH3:1][O:2][N:3]([CH3:13])[C:4]([CH:6]1[CH2:11][CH2:10][C:9](=[O:12])[CH2:8][CH2:7]1)=[O:5].C1(C)C(S([O-])(=O)=[O:21])=CC=CC=1.[C:25]1([CH3:31])C=CC=CC=1>>[CH3:1][O:2][N:3]([CH3:13])[C:4]([CH:6]1[CH2:11][CH2:10][C:9]2([O:21][CH2:25][CH2:31][O:12]2)[CH2:8][CH2:7]1)=[O:5]

参加物

4

反応物 3

HCID 1140TolueneHCID 3424274ToluenesulfonateHCID 89657356N-Methoxy-N-methyl-4-oxocyclohexanecarboxamide

生成物 1

HCID 15643268N-methoxy-N-methyl-1,4-Dioxaspiro[4.5]decane-8-carboxamide収率 38.4%

実験手順

A mixture of N-methoxy-N-methyl-4-oxocyclohexanecarboxamide (2.1 g, 0.114 mol), glycol (0.9 g, 0.136 mol) and toluenesulfonate (0.1 g, cat) in toluene (30 mL) was refluxed overnight and then concentrated. Water was added, and the mixture was extracted with ethyl acetate. The extract was concentrated and purified by silica gel column chromatography (CH2Cl2:MeOH=100:1) to give the desired product (1 g, 38.4% yield).

後処理

  1. temperaturewas refluxed overnight
  2. concentrationconcentrated
  3. additionWater was added
  4. extractionthe mixture was extracted with ethyl acetate
  5. concentrationThe extract was concentrated
  6. custompurified by silica gel column chromatography (CH2Cl2:MeOH=100:1)

出典と根拠

ORDレコード
ord-4174fdfc1f764fdbb1f57ec9c09d9ada
出典データセット
uspto-grants-2016_04
特許番号
US09309211B2

反応ノート

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