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Isopropyl iodide → Ethyl 2,6-bis(trifluoromethyl)-4-isopropoxy-5-methyl-3-pyridinecarboxylate

HRID 542131
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HRID 542131 반응식
[F:1][C:2]([F:21])([F:20])[C:3]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:7]([OH:14])[C:6]([CH3:15])=[C:5]([C:16]([F:19])([F:18])[F:17])[N:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH:28](I)([CH3:30])[CH3:29]>CC(C)=O>[F:21][C:2]([F:20])([F:1])[C:3]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:7]([O:14][CH:28]([CH3:30])[CH3:29])[C:6]([CH3:15])=[C:5]([C:16]([F:19])([F:18])[F:17])[N:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 178469144HCID 178469144, 화합물

생성물 1

HCID 13882899Ethyl 2,6-bis(trifluoromethyl)-4-isopropoxy-5-methyl-3-pyridinecarboxylate수율 83%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 15.1 g (0.209 mol) of product of Example 35, 6.6 g (0.2 mol) of potassium carbonate, 32 g of isopropyl iodide and 50 ml of acetone was held at reflux for 18 hours and concentrated. The residue was treated with water and filtered. The solid was dissolved in ether (100 ml) and the ether solution was washed with 50 ml of 10% NaOH, dried, and concentrated. The residue was recrystallized from hexane to give 14.2 g (83%) of product; mp 53°-55° C.

후처리

  1. temperatureat reflux for 18 hours
  2. concentrationconcentrated
  3. additionThe residue was treated with water
  4. filtrationfiltered
  5. dissolutionThe solid was dissolved in ether (100 ml)
  6. washthe ether solution was washed with 50 ml of 10% NaOH
  7. customdried
  8. concentrationconcentrated
  9. customThe residue was recrystallized from hexane

출처 및 근거

ORD 기록
ord-7fa15f53df234553a9ce781bdd8dd9c3
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04655816

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