Sodium hydride → Fenazaquin

HRID 35836

반응식

HRID 35836 반응식
[H-].[Na+].[C:3]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][OH:15])=[CH:9][CH:8]=1)([CH3:6])([CH3:5])[CH3:4].Cl[C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=[CH:19][N:18]=1>CN(C=O)C.O>[C:3]([C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH2:14][O:15][C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:20]=[CH:19][N:18]=2)=[CH:11][CH:12]=1)([CH3:6])([CH3:4])[CH3:5]

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 788644-ChloroquinazolineHCID 79410p-tert-Butylphenethyl alcohol

생성물 1

HCID 86356Fenazaquin수율 28.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

To a solution of 1.1 g of sodium hydride in 50 ml of DMF, 4.0 g of 2-[4-(t-butyl)phenyl]ethanol was added, and the mixture was stirred at room temperature for one hour. Then 3.6 g of 4-chloroquinazoline in 20 ml of DMF were added, and the mixture was stirred at room temperature overnight. The mixture was then poured into a mixture of ice in water. The product was extracted into CH2Cl2, and the resulting solution was concentrated to dryness. TLC showed one major spot and five minor spots. The product was purified by HPLC (silica gel, CH2Cl2). The fractions containing the major product were collected and concentrated, giving 1.9 g of the title product. Yield: 28.4%. M.P. 70°-71° C.

후처리

  1. stirringthe mixture was stirred at room temperature overnight
  2. extractionThe product was extracted into CH2Cl2
  3. concentrationthe resulting solution was concentrated to dryness
  4. customThe product was purified by HPLC (silica gel, CH2Cl2)
  5. additionThe fractions containing the major product
  6. customwere collected
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-378409998bb94c5480b3bbf142ebb392
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411963

연결된 노트

불러오는 중…