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

HRID 626179노트

반응식

HRID 626179 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-4174fdfc1f764fdbb1f57ec9c09d9ada
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309211B2

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