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

HRID 1768883
ノート
印刷プレビュー

反応式

HRID 1768883 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 11979704
Tetrakis(triphenylphosphine)palladium
触媒
HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c2f4df1617b9419dbda3909c028e5f37
出典データセット
uspto-grants-1995_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05380460

反応ノート

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