Water → 4-{4-[6-(Allyloxy)hexyl]phenyl}-7-phenyl-1,10-phenanthroline

HRID 432549노트

반응식

HRID 432549 반응식
[H-].[Na+].[C:3]1([C:9]2[C:10]3[C:19]([N:20]=[CH:21][CH:22]=2)=[C:18]2[C:13]([C:14]([C:23]4[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][OH:35])=[CH:25][CH:24]=4)=[CH:15][CH:16]=[N:17]2)=[CH:12][CH:11]=3)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:36](Br)[CH:37]=[CH2:38].O>CN(C=O)C.C(OCC)(=O)C>[CH2:38]([O:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][C:26]1[CH:25]=[CH:24][C:23]([C:14]2[C:13]3[C:18](=[C:19]4[C:10](=[CH:11][CH:12]=3)[C:9]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)=[CH:22][CH:21]=[N:20]4)[N:17]=[CH:16][CH:15]=2)=[CH:28][CH:27]=1)[CH:37]=[CH2:36]

참가 물질

7

반응물 4

HCID 962WaterHCID 7841Allyl bromideHCID 24758Sodium hydride2회HCID 187596006-[4-(7-Phenyl-1,10-phenanthrolin-4-yl)phenyl]hexan-1-ol

생성물 1

HCID 187596024-{4-[6-(Allyloxy)hexyl]phenyl}-7-phenyl-1,10-phenanthroline

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
35 °C

실험 절차

A 60% dispersion of NaH in mineral oil (76.1 mg) is suspended in DMF (10 ml). To this suspension is added 6-[4-(7-phenyl-1,10-phenanthrolin-4-yl)phenyl]hexan-1-ol (657 mg) followed by mixing at room temperature for 3 hrs. Allyl bromide (242 mg) is then added and the mixture is stirred at 35° C. for 24 hours, or until the reaction is judged complete by TLC. Excess NaH is carefully reacted with water and the reaction mixture is then diluted with ethyl acetate. The organic layer is washed with aqueous 6 M NaCl, dried over MgSO4, concentrated by roto-evaporation, and purified by column chromatography on silica gel to give the desired product.

후처리

  1. additionby mixing at room temperature for 3 hrs
  2. washThe organic layer is washed with aqueous 6 M NaCl
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated by roto-evaporation
  5. custompurified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-61c5e826bf2346e197f3507d346fa50c
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664111B2

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