Pyridine → 2,5-Dihydroxybenzonitrile

HRID 1733806노트

반응식

HRID 1733806 반응식
FC(F)(F)C(O[C:6](=[O:11])[C:7](F)(F)F)=O.[N:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(Cl)Cl.C1C[O:26]CC1>>[C:15]([C:16]1[CH:7]=[C:6]([OH:11])[CH:19]=[CH:18][C:17]=1[OH:26])#[N:14]

참가 물질

5

반응물 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 9845Trifluoroacetic anhydride

생성물 1

HCID 783742,5-Dihydroxybenzonitrile수율 68%

실험 절차

Trifluoroacetic anhydride (3.06 mL, 22 mmoles) was added dropwise to a stirred, ice-cooled solution of 34 (770 mg, 5.0 mmoles) in 10 mL of dry THF and anhydrous pyridine (3.23 mL, 40 mmoles) at such a rate that the temperature was kept below 5° C. The addition was over in 30 minutes. The reaction mixture was then allowed to warm to room temperature and stirred for another 16 hr. 650 mL of CH2Cl2 was added and the organic solution was washed with water (3×10 mL) and saturated brine (3×15 mL), dried on Na2SO4 and evaporated under reduced pressure. The crude product was applied to silica gel (230-400 mesh, ethyl acetate) to yield 462 milligrams (68%) of 20.

후처리

  1. customwas kept below 5° C
  2. additionThe addition
  3. customwas over in 30 minutes
  4. washthe organic solution was washed with water (3×10 mL) and saturated brine (3×15 mL)
  5. customdried on Na2SO4
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-05690bb2e0b9460fa73c8456d65c5cc5
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05532138

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