Potassium Phosphate, Tribasic → HCID 18795387, 화합물

HRID 510566

반응식

HRID 510566 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

HCID 18795387HCID 18795387, 화합물수율 96%

시약·촉매·용매 3

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 46939810HCID 46939810, 화합물촉매HCID 1140Toluene용매

반응 조건

온도
70 °C

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-c80c1c0d96ee43289e1f52343c5ec4c7
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096626B2

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