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Methyl iodide → Methyl 4-methoxy-2,6-bis(trifluoromethyl)-3-pyridinecarboxylate

HRID 414020
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HRID 414020 반응식
CI.[C:3](=O)([O-])[O-].[K+].[K+].[F:9][C:10]([F:27])([F:26])[C:11]1[C:16]([C:17]([O:19][CH3:20])=[O:18])=[C:15]([OH:21])[CH:14]=[C:13]([C:22]([F:25])([F:24])[F:23])[N:12]=1>CC(C)=O>[CH3:3][O:21][C:15]1[CH:14]=[C:13]([C:22]([F:25])([F:24])[F:23])[N:12]=[C:11]([C:10]([F:26])([F:9])[F:27])[C:16]=1[C:17]([O:19][CH3:20])=[O:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178498966Methyl 2,6-bis(trifluoromethyl)-4-hydroxy-3-pyridinecarboxylate

생성물 1

HCID 13882874Methyl 4-methoxy-2,6-bis(trifluoromethyl)-3-pyridinecarboxylate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of methyl iodide (32.3 ml, 0.519 mol), potassium carbonate (14.4 g, 0.104 mol), and product of Step 2 (25.0 g, 0.086, 5 mol) in acetone (100 ml) was refluxed for 18 hours and concentrated. The residue was dissolved in ether and washed with water. The ether layer was worked up as usual. The crude product, a yellow solid (27.25 g), was recrystallized (chloroform petroleum ether) to afford white rods (22.95 g), yield--88%; mp 101°-103° C.

후처리

  1. temperaturewas refluxed for 18 hours
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in ether
  4. washwashed with water
  5. customThe crude product, a yellow solid (27.25 g), was recrystallized (chloroform petroleum ether)
  6. customto afford white rods (22.95 g)
  7. customyield--88%

출처 및 근거

ORD 기록
ord-c20917e14d6f41a38256fc2fd1f50c9e
출처 데이터셋
uspto-grants-1988_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04789395

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