Potassium Carbonate → HCID 22057729, 화합물

HRID 1828710노트

반응식

HRID 1828710 반응식
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH2:10][CH3:11].[C:12]1(B(O)O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])([O-])=O.[K+].[K+].[NH4+].[Cl-]>CN(C=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:10]([C:3]1[CH:4]=[C:5]([C:6]#[N:7])[CH:8]=[CH:9][C:2]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:11]

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 66827Phenylboronic AcidHCID 220577304-Bromo-3-ethylbenzonitrile

생성물 1

HCID 22057729HCID 22057729, 화합물

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

A mixture of 4-bromo-3-ethyl benzonitrile (1 g, 4.76 mmol), phenylboronic acid (1.16 g, 9.5 mmol), K2CO3 (1.97 g, 14.3 mmol), and Pd(PPh3)4 (543 mg, 0.48 mmol) in DMF (anhydrous, 15 mL) is heated in a sealed tube at 120° C. for 12 h. After cooling to room temperature, the reaction mixture is poured into a mixture of ice and saturated aqueous NH4Cl. The mixture is extracted with EtOAc (3×30 mL). The combined organic layers are washed with saturated aqueous NaCl, dried over Na2SO4, and concentrated. The crude product obtained is purified by silica gel chromatography (5% EtOAc in hexanes) to give 2-ethyl-biphenyl-4-carbonitrile as a colorless oil.

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionThe mixture is extracted with EtOAc (3×30 mL)
  3. washThe combined organic layers are washed with saturated aqueous NaCl
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customThe crude product obtained
  7. customis purified by silica gel chromatography (5% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-ffd18a6920074f0c918ea703a843d42d
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07060697B2

반응 노트

불러오는 중…