2,6-Bis(3-pyridyl)phenyl benzyl ether → 2,6-Bis(3-pyridyl)phenol

HRID 2069875ノート

反応式

HRID 2069875 の反応式
C([O:8][C:9]1[C:14]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:13][CH:12]=[CH:11][C:10]=1[C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)C1C=CC=CC=1>CO>[N:17]1[CH:18]=[CH:19][CH:20]=[C:15]([C:14]2[CH:13]=[CH:12][CH:11]=[C:10]([C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)[C:9]=2[OH:8])[CH:16]=1

参加物

3

反応物 1

HCID 581502802,6-Bis(3-pyridyl)phenyl benzyl ether

生成物 1

HCID 463166362,6-Bis(3-pyridyl)phenol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2,6-Bis(3-pyridyl)phenyl benzyl ether (16.70 g, 49.35 mmol) was dissolved in MeOH (200 mL). Argon was bubbled through this solution for 10 min to remove oxygen. Then Pd/C (500 mg 5 w %) was added, and the reaction mixture was put into the Parr-reactor and shaken for 16 hr under a hydrogen atmosphere at 80 psi. After the hydrogenation, the resulting precipitate was redissolved by heating to reflux. The hot mixture was filtered over diatomaceous earth, and the filter cake thoroughly washed with hot MeOH. Upon cooling to room temperature, the product crystallized as a white crystalline material (12.25 g, 99%). M.p.=211° C. 1H-NMR (DMSO):δ=8.74 (d, 2H), 8.55 (dd, 2H), 7.95 (dt, 2H), 7.48 (m, 2H), 7.34 (d, 2H), 7.11 (t, 1H).

後処理

  1. customArgon was bubbled through this solution for 10 min
  2. customto remove oxygen
  3. additionThen Pd/C (500 mg 5 w %) was added
  4. dissolutionAfter the hydrogenation, the resulting precipitate was redissolved
  5. temperatureby heating to reflux
  6. filtrationThe hot mixture was filtered over diatomaceous earth
  7. washthe filter cake thoroughly washed with hot MeOH
  8. customthe product crystallized as a white crystalline material (12.25 g, 99%)

出典と根拠

ORDレコード
ord-783196c1fcc94f86baade4a0b860590d
出典データセット
uspto-grants-2012_10
特許番号
US08299202B2

反応ノート

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