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

HRID 432549ノート

反応式

HRID 432549 の反応式
[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]

参加物

7

反応物 4

HCID 962WaterHCID 7841Allyl bromideHCID 24758Sodium hydride2 回HCID 187596006-[4-(7-Phenyl-1,10-phenanthrolin-4-yl)phenyl]hexan-1-ol

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
35 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-61c5e826bf2346e197f3507d346fa50c
出典データセット
uspto-grants-2003_12
特許番号
US06664111B2

反応ノート

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