Triphenylphosphine → 2-(2,6-Diethyl-phenyl)-5-[1-(3-ethoxy-phenoxy)-butyl]4-ethoxy-pyridine

HRID 251615

反応式

HRID 251615 の反応式
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[N:16]=[CH:15][C:14]([CH:17]([OH:21])[CH2:18][CH2:19][CH3:20])=[C:13]([O:22][CH2:23][CH3:24])[CH:12]=1)[CH3:2].[CH2:25]([O:27][C:28]1[CH:29]=[C:30](O)[CH:31]=[CH:32][CH:33]=1)[CH3:26].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O.[NH4+].[Cl-]>C1COCC1.CCCCCC>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[CH:12]=[C:13]([O:22][CH2:23][CH3:24])[C:14]([CH:17]([O:21][C:32]2[CH:31]=[CH:30][CH:29]=[C:28]([O:27][CH2:25][CH3:26])[CH:33]=2)[CH2:18][CH2:19][CH3:20])=[CH:15][N:16]=1)[CH3:2]

参加物

8

反応物 5

HCID 11776TriphenylphosphineHCID 25517Ammonium ChlorideHCID 693063-EthoxyphenolHCID 5462977Diethyl azodicarboxylateHCID 596783161-[6-(2,6-Diethyl-phenyl)-4-ethoxy-pyridin-3-yl]-butan-1-ol

生成物 1

HCID 596782592-(2,6-Diethyl-phenyl)-5-[1-(3-ethoxy-phenoxy)-butyl]4-ethoxy-pyridine

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

A mixture of 1-[6-(2,6-diethyl-phenyl)-4-ethoxy-pyridin-3-yl]-butan-1-ol (67 mg, 0.20 mmol), 3-ethoxy-phenol (34 mg, 0.25 mmol), triphenylphosphine (65 mg, 0.25 mmol), and DEAD (36 mg, 0.25 mmol) in THF (1 mL) is stirred at room temperature overnight. Aqueous NH4Cl solution (5 mL) and hexane (10 mL) are added to the mixture, and the organic layer is separated. The organic layer is washed with NaHCO3 solution, brine, dried over Na2SO4, and concentrated. The residue is purified by PTLC to give 2-(2,6-diethyl-phenyl)-5-[1-(3-ethoxy-phenoxy)-butyl]-4-ethoxy-pyridine. 1H NMR (CDCl3) 8.55 (s, 1H), 7.27 (m, 1H), 7.07-7.14 (m, 3H), 6.73 (s, 1H), 6.43-6.49 (m, 3H), 5.57 (m, 1H), 4.13 (q, 2H), 3.95 (q, 2H), 2.56-2.37 (m, 4H), 1.85-2.05 (m, 2H), 1.40-1.60 (m, 5H), 1.37 (t, 3H), 0.96-1.08 (m, 9H).

後処理

  1. customthe organic layer is separated
  2. washThe organic layer is washed with NaHCO3 solution, brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customThe residue is purified by PTLC

出典と根拠

ORDレコード
ord-fe69c923ff9544ceb47288530cde29a0
出典データセット
uspto-grants-2011_01
特許番号
US07863454B2

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