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Hydrochloric Acid → 2-(4'-Methoxyphenyl)-5-octyloxypyridine

HRID 1768883
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HRID 1768883 반응식
Cl.[CH2:2]([O:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=N)=[CH:13][CH:12]=1)CCCCCCC.[CH2:20]([O:28][C:29]1[CH:34]=CC(C#N)=[CH:31][CH:30]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C(=O)([O-])[O-].[Na+].[Na+].Cl>C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Pd].C1(C)C=CC=CC=1>[CH3:2][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]2[CH:31]=[CH:30][C:29]([O:28][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[CH:34][N:17]=2)=[CH:18][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 1451614-(Octyloxy)benzonitrileHCID 122385044-n-Octyloxybenzamidine hydrochloride

생성물 1

HCID 200979682-(4'-Methoxyphenyl)-5-octyloxypyridine

시약·촉매·용매 2

HCID 11979704
Tetrakis(triphenylphosphine)palladium
촉매
HCID 1140Toluene용매

실험 절차

To a flask outfitted with a reflux condenser was added 6B (300 mg), 6A (600 mg), and palladium tetrakis(triphenylphosphine) (62 mg). To this mixture was added toluene (4 ml) and a sodium carbonate solution (2M, 4.5 ml). This solution was refluxed for 16 hrs, at which time it was acidified with hydrochloric acid and extracted with ethyl acetate. The combined organic layers were washed with brine and dried over sodium sulfate and potassium carbonate. The solvent was removed in vacuo. The product purified by flash chromatography using 20% ethyl acetate in hexanes as the eluent to give a yellow liquid.

후처리

  1. customTo a flask outfitted with a reflux condenser
  2. temperatureThis solution was refluxed for 16 hrs, at which time it
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over sodium sulfate and potassium carbonate
  6. customThe solvent was removed in vacuo
  7. customThe product purified by flash chromatography
  8. customto give a yellow liquid

출처 및 근거

ORD 기록
ord-c2f4df1617b9419dbda3909c028e5f37
출처 데이터셋
uspto-grants-1995_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05380460

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