Sodium Iodide → 3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoic acid methyl ester

HRID 55937노트

반응식

HRID 55937 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]([F:13])[F:12])=[C:6]([OH:14])[CH:5]=1.C([O-])([O-])=O.[K+].[K+].[Na+].[I-].Br[C:25]1([CH3:28])[CH2:27][CH2:26]1>CN(C=O)C.O>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]([F:12])[F:13])=[C:6]([O:14][CH2:28][CH:25]2[CH2:27][CH2:26]2)[CH:5]=1

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 148649461-Bromo-1-methylcyclopropaneHCID 56926623Methyl 4-(difluoromethoxy)-3-hydroxybenzoate

생성물 1

HCID 121368403-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoic acid methyl ester

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

3-hydroxy-4-(difluoromethoxy)-benzoic acid methyl ester (5 g, 22.9 mmol), K2CO3 (4.75 g, 34.4 mmol), NaI (0.34 g, 2.3 mmol) and bromo-methylcyclopropane (3.7 g, 27.5 mmol) were dissolved in DMF (25 ml), and the heterogeneous mixture was stirred and warmed at 80° C. for two hours. The suspension was cooled to room temperature, and water (50 ml) was added under stirring. The heterogeneous mixture was cooled to 0 to 5° C. for 60 to 90 minutes, and the solid filtered on a gooch funnel and washed with water (50 ml). An orange solid was obtained. It was dried under vacuum at room temperature. (yield 95.8%).

후처리

  1. temperatureThe suspension was cooled to room temperature
  2. stirringunder stirring
  3. temperatureThe heterogeneous mixture was cooled to 0 to 5° C. for 60 to 90 minutes
  4. filtrationthe solid filtered on a gooch funnel
  5. washwashed with water (50 ml)
  6. customAn orange solid was obtained
  7. customIt was dried under vacuum at room temperature

출처 및 근거

ORD 기록
ord-c4265732d68d4518b7948f2f6db5f8ab
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434691B2

반응 노트

불러오는 중…