Potassium Phosphate, Tribasic → HCID 18795387、化合物

HRID 510566

反応式

HRID 510566 の反応式
[C:1]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1B(O)O.Br[C:17]1[C:22]([CH3:23])=[CH:21][C:20]([CH3:24])=[CH:19][C:18]=1[CH3:25].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].C(P1C2C(C3C(OC)=CC=CC=3OC)=CC=CC=2OC1)(C)(C)C.C1(C)C=CC=CC=1>[C:10]1([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=2[C:17]2[C:22]([CH3:23])=[CH:21][C:20]([CH3:24])=[CH:19][C:18]=2[CH3:25])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

7

反応物 3

HCID 62657Potassium Phosphate, TribasicHCID 684732-BromomesityleneHCID 4589187Biphenyl-2-boronic acid

生成物 1

HCID 18795387HCID 18795387、化合物収率 96%

試薬・触媒・溶媒 3

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 46939810HCID 46939810、化合物触媒HCID 1140Toluene溶媒

反応条件

温度
70 °C

実験手順

To a mixture of biphenyl-2-ylboronic acid (0.15 g, 0.75 mmol, 1.5 equiv) and 2-bromo-1,3,5-trimethylbenzene (100 mg, 0.5 mmol, 1.0 equiv), tris(dibenzylideneacetone)dipalladium (0.46 mg, 0.0005 m mol, 0.1 mol %), 3-tert-butyl-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole (0.66 mg, 0.04 mmol, 0.4 mol %), and potassium phosphate (0.318 g, 1.5 mmol, 3 equiv) was charged dagassed toluene (4 mL). The mixture was stirred at 70° C. under nitrogen for 3 h, then quenched with water (4 mL). The organic phase was separated, washed with brine, dried over sodium sulfate, concentrated, and purified by column chromatography to provide pure desired product as oil (129 mg, 0.48 mmol, 95%). ESI-MS: m/z 273 [M+H]+.

後処理

  1. customquenched with water (4 mL)
  2. customThe organic phase was separated
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. custompurified by column chromatography

出典と根拠

ORDレコード
ord-c80c1c0d96ee43289e1f52343c5ec4c7
出典データセット
uspto-grants-2015_08
特許番号
US09096626B2

関連ノート

読み込み中…