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

HRID 1950742노트

반응식

HRID 1950742 반응식
[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]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 160369274-AcryloylphenolHCID 25138734HCID 25138734, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8f609c8a95ed46ee8bdaa378161056b3
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08404664B2

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