Water → Methyl 2,5-dimethylbenzoate

HRID 1671368

반응식

HRID 1671368 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12](=O)([O-])[O-].[K+].[K+].IC.O>CN(C=O)C>[CH3:12][O:5][C:4](=[O:6])[C:3]1[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:2]=1[CH3:1]

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 118922,5-Dimethylbenzoic acid

생성물 1

HCID 273300Methyl 2,5-dimethylbenzoate수율 97.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Into a suspension of 75 g (499 mmol) 2,5-dimethylbenzoic acid, 103 g (748 mmol) potassium carbonate in 500 mL of DMF was added dropwise 77.9 g (549 mmol) of iodomethane with stirring at ambient temperature. After addition, the suspension was stirred for additional 5 hours. The reaction mixture was then poured into water and extracted with ethyl acetate. The organic layer was washed with water and brine and dried over anhydrous sodium sulfate. All solids were removed by filtration and the filtrate was concentrated to 80 g of colorless oil as product in 97.6% yield. 1H NMR (CDCl3) (300 MHz) δ 2.7 (s, 3H), 2.8 (s, 3H), 3.95 (s, 3H), 7.45 (s 1H), 7.51 (d, 3JHCCH=7.9 Hz, 1H), 7.42 (d, 3JHCCH=7.9 Hz, 1H)

후처리

  1. additionAfter addition
  2. stirringthe suspension was stirred for additional 5 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customAll solids were removed by filtration
  7. concentrationthe filtrate was concentrated to 80 g of colorless oil as product in 97.6% yield

출처 및 근거

ORD 기록
ord-0bf51d26d6b34f46bbdcc125f1a6736b
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07994245B2

연결된 노트

불러오는 중…