Methanol → HCID 178498499, 화합물

HRID 545201노트

반응식

HRID 545201 반응식
[C:1]([C:6]([O-:8])=[O:7])#[C:2][C:3]([O-:5])=O.[CH:9]1([C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[NH2:14])[CH2:11][CH2:10]1.[CH3:19]O>>[OH:5][C:3]1[C:15]2[C:13](=[C:12]([CH:9]3[CH2:11][CH2:10]3)[CH:18]=[CH:17][CH:16]=2)[N:14]=[C:1]([C:6]([O:8][CH3:19])=[O:7])[CH:2]=1

참가 물질

4

반응물 3

HCID 887Methanol2회HCID 766182-CyclopropylanilineHCID 42203802-Butynedioic acid, ion(2-)

생성물 1

HCID 178498499HCID 178498499, 화합물

실험 절차

A solution of 21.8 mL of acetylenedicarboxylate (0.18 mol) in 50 mL of MeOH was added dropwise to a solution of 22.5 g of 2-cyclopropylaniline (0.17 mol) in 150 mL of MeOH over 1 hr and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated and the residue was taken up into 30 mL of diphenyl ether. The solution was added dropwise to 200 mL of diphenyl ether heated at 250 C and the mixture was stirred at the temperature for 30 min. The reaction mixture was concentrated in vacuo and the residue was purified on a SiO2 column chromatography (eluted with n-Hex/AcOEt=1/1) to give methyl 4-hydroxy-8-cyclopropylquinoline-2-carboxylate as a pale yellow solid.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionThe solution was added dropwise to 200 mL of diphenyl ether
  3. temperatureheated at 250 C
  4. stirringthe mixture was stirred at the temperature for 30 min
  5. concentrationThe reaction mixture was concentrated in vacuo
  6. customthe residue was purified on a SiO2 column chromatography (eluted with n-Hex/AcOEt=1/1)

출처 및 근거

ORD 기록
ord-2cf9846dfffe42a2abe6fd42e63dc63f
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935712B2

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