Triethylamine → Diethyl 4-(triphenylen-2-yl)benzylphosphonate

HRID 871818노트

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HRID 871818 반응식
O1[CH:5]2[C:6]3[C:7]4[C:12]([C:13]5[C:18]([C:19]=3[CH:2]1[CH:3]=[CH:4]2)=[CH:17][CH:16]=[CH:15][CH:14]=5)=[CH:11][CH:10]=[CH:9][CH:8]=4.I[C:21]1[CH:35]=[CH:34][C:24]([CH2:25][P:26](=[O:33])([O:30][CH2:31][CH3:32])[O:27][CH2:28][CH3:29])=[CH:23][CH:22]=1.IC1C=C(C=CC=1)CP(=O)(OCC)OCC.C(N(CC)CC)C>[Zn].Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1(C)C=CC=CC=1>[CH:5]1[C:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:19]=2[CH:2]=[CH:3][C:4]=1[C:21]1[CH:35]=[CH:34][C:24]([CH2:25][P:26](=[O:33])([O:30][CH2:31][CH3:32])[O:27][CH2:28][CH3:29])=[CH:23][CH:22]=1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 126679791,4-Dihydro-1,4-epoxytriphenyleneHCID 15166405Diethyl ((4-iodophenyl)methyl)phosphonateHCID 58999960Diethyl 3-iodobenzylphosphonate

생성물 1

HCID 86675394Diethyl 4-(triphenylen-2-yl)benzylphosphonate수율 70%

시약·촉매·용매 3

HCID 23994Zinc촉매HCID 178418476HCID 178418476, 화합물촉매HCID 1140Toluene용매

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온도
110 °C

실험 절차

Compound A (760 mg, 3.11 mmol), zinc (1.85 g, 28.2 mmol), and PdCl2(PPh3)2 (198 mg, 0.28 mmol) were charged in a two-necked bottle. The bottle was then vacuumed and purged with nitrogen, and dried toluene (30 mL), diethyl 4-iodobenzylphosphonate (0.65 mL, 2.82 mmol) or diethyl 3-iodobenzylphosphonate, and triethyl amine (3.91 mL, 28.2 mmol) were added to the bottle. The mixture in the bottle was heated to 110° C. for reaction for 48 hours, and the resulting was filtered to remove metal. The filtrate was condensed to remove the solvent, and then purified by column chromatography (ethyl acetate/hexanes=½) to obtain E (0.90 g, yield=70%) as white solid.

후처리

  1. additionwere added to the bottle
  2. filtrationthe resulting was filtered
  3. customto remove metal
  4. customcondensed
  5. customto remove the solvent
  6. custompurified by column chromatography (ethyl acetate/hexanes=½)
  7. customto obtain E (0.90 g, yield=70%) as white solid

출처 및 근거

ORD 기록
ord-d0772baeb8574a958c1b3e9da117922b
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08974920B2

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