Methyl iodide → Methyl 2-methyl-6-nitrobenzoate

HRID 133103

반응식

HRID 133103 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:3]=1[C:4]([OH:6])=[O:5].[C:14]([O-])([O-])=O.[K+].[K+].CI>CC(C)=O>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:3]=1[C:4]([O:6][CH3:14])=[O:5]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 160976-Methyl-2-nitrobenzoic acid

생성물 1

HCID 596057Methyl 2-methyl-6-nitrobenzoate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of the 2-methyl-6-nitro-benzoic acid (5.6 g, 30.9 mmol, 1.0 eq, Aldrich) and acetone (100 mL) was added crushed K2CO3 (21.4 g, 154.6 mmol, 5 eq) and MeI (9.6 mL, 154.6 mmol, 5.0 eq.). The reaction was heated to reflux for 15 h then cooled to RT, filtered and concentrated in vacuo. The filtrate was dissolved in EtOAc, washed with H2O and brine, dried (MgSO4) and concentrated in vacuo to give the desired compound as a reddish-brown oil which upon standing at RT crystallized as tan needles.

후처리

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 15 h
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. dissolutionThe filtrate was dissolved in EtOAc
  6. washwashed with H2O and brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ca3edb7fbf8848eeaa728149acea2bb2
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390820B2

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