Diphenyl Ether → 2-Allyl-4-[4-(4-pyridyl)piperazin-1-yl]phenol

HRID 2247

반응식

HRID 2247 반응식
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)[CH2:13][CH2:12]2)=[CH:7][CH:6]=1)C=C.[C:23]1(OC2C=CC=CC=2)[CH:28]=CC=C[CH:24]=1>CCOCC>[CH2:28]([C:10]1[CH:9]=[C:8]([N:11]2[CH2:12][CH2:13][N:14]([C:17]3[CH:18]=[CH:19][N:20]=[CH:21][CH:22]=3)[CH2:15][CH2:16]2)[CH:7]=[CH:6][C:5]=1[OH:4])[CH:23]=[CH2:24]

참가 물질

4

반응물 2

HCID 7583Diphenyl EtherHCID 571157974-[4-(4-Pyridyl)piperazin-1-yl]phenol allyl ether

생성물 1

HCID 189184412-Allyl-4-[4-(4-pyridyl)piperazin-1-yl]phenol수율 17.6%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

The product from step (i) (5 g) was heated under argon in gently refluxing diphenyl ether (15 g) for 21/2 hours. The mixture was cooled to room temperature and ether (70 ml) was added. The solid material was filtered and purified by flash chromatography on silica gel, eluting with methanol/dichloromethane (1/4 v/v) to give 2-allyl-4-[4-(4-pyridyl)piperazin-1-yl]phenol (0.88 g) as a solid, m.p. 180°-182° C.; NMR (d6 -DMSO) δ 8.88(1H,s), 8.19(2H,dd), 6.87(2H,dd), 6.7(3H,m), 5.88-6.03(1H,m), 5.0(2H,m), 3.44(4H,t), 3.28(2H,d), 3.05(4H,t); m/e 296 (M+H)+.

후처리

  1. filtrationThe solid material was filtered
  2. custompurified by flash chromatography on silica gel
  3. washeluting with methanol/dichloromethane (1/4 v/v)

출처 및 근거

ORD 기록
ord-4a4e1a71f02a49428dedef574eb2980f
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728701

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