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

HRID 871818ノート

反応式

HRID 871818 の反応式
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

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 178418476HCID 178418476、化合物触媒HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d0772baeb8574a958c1b3e9da117922b
出典データセット
uspto-grants-2015_03
特許番号
US08974920B2

反応ノート

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