Potassium Carbonate → Ethyl 2,6-bis(trifluoromethyl)-4-{4-[(1-ethoxycarbonyl)ethoxy]phenoxy}-3-pyridinecarboxylate

HRID 542125노트

반응식

HRID 542125 반응식
[F:1][C:2]([F:20])([F:19])[C:3]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:7](Cl)[CH:6]=[C:5]([C:15]([F:18])([F:17])[F:16])[N:4]=1.[CH2:21]([O:23][C:24]([CH2:26][CH2:27][O:28][C:29]1[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=1)=[O:25])[CH3:22].C([O-])([O-])=O.[K+].[K+]>C(C(C)=O)C(C)C>[F:1][C:2]([F:20])([F:19])[C:3]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:7]([O:35][C:32]2[CH:33]=[CH:34][C:29]([O:28][CH2:27][CH2:26][C:24]([O:23][CH2:21][CH3:22])=[O:25])=[CH:30][CH:31]=2)[CH:6]=[C:5]([C:15]([F:18])([F:17])[F:16])[N:4]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 138828774-Chloro-2,6-bis-trifluoromethyl-nicotinic acid ethyl esterHCID 216663104-[(1-Ethoxycarbonyl)ethoxy]phenol

생성물 1

HCID 86741396Ethyl 2,6-bis(trifluoromethyl)-4-{4-[(1-ethoxycarbonyl)ethoxy]phenoxy}-3-pyridinecarboxylate수율 68.8%

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

A 250 ml round bottom flask is charged with 3.54 g (0.011 mol) of product of Example 19, 2.31 g (0.011 mol) of 4-[(1-ethoxycarbonyl)ethoxy]phenol and 1.82 g (0.013 mol) of K2CO3 in 150 ml of methyl isobutyl ketone. This mixture was stirred at reflux for 18 hours, filtered and concentrated. The residue was taken up in ether, washed with 5% NaOH, water, dried (MgSO4) and concentrated in vacuo to afford 3.75 g of an orange oil. Purification by HPLC using 18% ethyl acetate/cyclohexane as eluting solvent gave 2.66 g of an oil which was kugelrohr distilled at 41 Pa, pot temperature 150°-154° C., affording 2.56 g (47.0%) of product as a clear oil, nD25 1.4732.

후처리

  1. temperatureat reflux for 18 hours
  2. filtrationfiltered
  3. concentrationconcentrated
  4. washwashed with 5% NaOH, water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-570251edfcb74491bbd5d30df98d8544
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04655816

반응 노트

불러오는 중…