Potassium Carbonate → 1-(4-(4,4-Bis(diethylphosphono)butoxy)phenyl)prop-2-en-1-one

HRID 1950742ノート

反応式

HRID 1950742 の反応式
[CH3:1][CH2:2][O:3][P:4]([O:19][CH2:20][CH3:21])([CH:6]([P:11]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:8][CH2:9]I)=[O:5].[OH:22][C:23]1[CH:28]=[CH:27][C:26]([C:29](=[O:32])[CH:30]=[CH2:31])=[CH:25][CH:24]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:2]([O:3][P:4]([CH:6]([P:11]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:8][CH2:9][O:22][C:23]1[CH:24]=[CH:25][C:26]([C:29](=[O:32])[CH:30]=[CH2:31])=[CH:27][CH:28]=1)([O:19][CH2:20][CH3:21])=[O:5])[CH3:1]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 160369274-AcryloylphenolHCID 25138734HCID 25138734、化合物

生成物 1

HCID 251387351-(4-(4,4-Bis(diethylphosphono)butoxy)phenyl)prop-2-en-1-one収率 99%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of iodide 33 (3.1 g, 6.8 mmol), phenol 27 (1.21 g, 8.17 mmol) and K2CO3 (1.033 g, 7.47 mmol) in acetone (75 mL) was refluxed for 6.5 h. The mixture was cooled, filtered and evaporated. The residue was redissolved in CH2Cl2 (170 mL), filtered through Celite and evaporated to give crude 34 (3.2 g, 99%) which was used directly in the next step. 1H NMR (400 MHz, CDCl3) δ 1.28-1.39 (m, 12H), 1.89-2.25 (m, 4H), 2.26-2.48 (m, 1H), 4.05 (t, J=5.7, 2H), 4.12-4.26 (m, 8H), 5.87 (dd, J=10.6, 1.8, 1H), 6.42 (dd, J=16.9, 1.8, 1H), 6.93 (d, J=8.8, 2H), 7.17 (dd, J=17.0, 10.4, 1H), 7.95 (d, J=8.8, 2H).

後処理

  1. temperaturewas refluxed for 6.5 h
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customevaporated
  5. dissolutionThe residue was redissolved in CH2Cl2 (170 mL)
  6. filtrationfiltered through Celite
  7. customevaporated

出典と根拠

ORDレコード
ord-8f609c8a95ed46ee8bdaa378161056b3
出典データセット
uspto-grants-2013_03
特許番号
US08404664B2

反応ノート

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