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Ethanol → 5-Methoxy-2-(4-octylphenyl)pyrimidine

HRID 1638946
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HRID 1638946 반응식
Cl[C:2]1[C:7]([O:8][CH3:9])=[C:6](Cl)[N:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:13][CH:12]=2)[N:3]=1.C(O)C.O.C(N(CC)CC)C>[H][H].[Pd]>[CH3:9][O:8][C:7]1[CH:6]=[N:5][C:4]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:13][CH:12]=2)=[N:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 702EthanolHCID 962WaterHCID 8471TriethylamineHCID 147447634,6-Dichloro-5-methoxy-2-(4-octylphenyl)pyrimidine

생성물 1

HCID 147447645-Methoxy-2-(4-octylphenyl)pyrimidine

시약·촉매·용매 2

HCID 23938Palladium촉매
HCID 178418361
HCID 178418361, 화합물
용매

실험 절차

To 4,6-dichloro-5-methoxy-2-(4-octylphenyl)pyrimidine (74.2 g, 0.202 mol) were added ethanol (310 ml), water (15.5 ml), 5% Pd-activated carbon (5.7 g) and triethylamine (61.3 g, 0.606 mol), followed by agitating the mixture at about 40° C. in hydrogen current, filtering off the Pd-activated carbon, adding toluene, sufficiently washing the mixture with 2N--NaOH aqueous solution, further washing it with water, distilling off toluene and recrystallizing the residue from ethanol (70 ml) to obtain 5-methoxy-2-(4-octylphenyl)pyrimidine in the form of colorless acicular crystals (54.9 g) having a m.p. of 40.1°-41.8° C.

후처리

  1. filtrationfiltering off the Pd-activated carbon
  2. additionadding toluene
  3. washsufficiently washing the mixture with 2N
  4. washNaOH aqueous solution, further washing it with water
  5. distillationdistilling off toluene
  6. customrecrystallizing the residue from ethanol (70 ml)

출처 및 근거

ORD 기록
ord-4bdf7ff318c34d8995551f46b7c8f46a
출처 데이터셋
uspto-grants-1989_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04882083

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