Dimethylformamide → 2-[2-Hydroxy-5-(1-methyl-1-phenylethyl)-4-octyloxyphenyl]4,6-bis-phenyl-s-triazine

HRID 2292891ノート

反応式

HRID 2292891 の反応式
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([C:9]([CH3:17])([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH3:10])=[CH:4][C:3]=1[C:18]1[N:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:21]=[C:20]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[N:19]=1.CN(C)C=O.[H-].[Na+].Br[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51]>O>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[C:5]([C:9]([CH3:17])([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH3:10])=[CH:4][C:3]=1[C:18]1[N:19]=[C:20]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[N:21]=[C:22]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:23]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 81401-BromooctaneHCID 24758Sodium hydrideHCID 1358436022-[2,4-Dihydroxy-5-(1-methyl-1-phenylethyl)phenyl]-4,6-bis-phenyl-s-triazin

生成物 1

HCID 1358435852-[2-Hydroxy-5-(1-methyl-1-phenylethyl)-4-octyloxyphenyl]4,6-bis-phenyl-s-triazine収率 22.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a 500 mL three-necked, round-bottomed flask equipped with a condenser, magnetic stirrer, thermometer, and a nitrogen atmosphere are charged 4.00 g (8.71 mmol) of the product of Example 9, 50 mL of N,N-dimethylformamide and 0.40 g (10 mmol) of sodium hydride (60% in mineral oil). The mixture is heated to an external temperature of 50° C. and 1.68 g (8.70 mmol) of 1-bromooctane are added. The mixture is stirred at this temperature for six hours and is allowed to cool to room temperature. The mixture is poured into a beaker of water which is extracted four times with chloroform. The combined chloroform layers are washed four times with water and dried over anhydrous magnesium sulfate and filtered. The solvent is removed under reduced pressure to afford a yellow oil. The crude product is purified with medium pressure chromatography with 10:1 heptane:ethyl acetate followed by recrystallization from acetone/water to yield 1.12 g of the title compound as a yellow solid.

後処理

  1. customTo a 500 mL three-necked, round-bottomed flask equipped with a condenser, magnetic stirrer
  2. additionare added
  3. extractionis extracted four times with chloroform
  4. washThe combined chloroform layers are washed four times with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe solvent is removed under reduced pressure
  8. customto afford a yellow oil
  9. customThe crude product is purified with medium pressure chromatography with 10:1 heptane
  10. customethyl acetate followed by recrystallization from acetone/water

出典と根拠

ORDレコード
ord-3040605937b1444188f7b2a65af804e9
出典データセット
uspto-grants-1997_11
特許番号
US05684070

反応ノート

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