Sodium Hydroxide → 2-{4,6-bis-[4-(2-Ethylhexyloxy)phenyl]-s-triazin-2-yl}-5-(2-ethylhexyloxy)phenol

HRID 2294674

反応式

HRID 2294674 の反応式
[CH2:1]([CH:3]([CH2:41][CH2:42][CH2:43][CH3:44])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH:26]([CH2:31][CH3:32])[CH2:27][CH2:28][CH2:29][CH3:30])=[CH:20][CH:19]=3)[N:15]=[C:14]([C:33]3[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][C:34]=3[OH:40])[N:13]=2)=[CH:8][CH:7]=1)[CH3:2].[OH-].[Na+].Br[CH2:48][CH:49]([CH2:52][CH2:53][CH2:54][CH3:55])[CH2:50][CH3:51]>COCCO>[CH2:1]([CH:3]([CH2:41][CH2:42][CH2:43][CH3:44])[CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[N:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH:26]([CH2:31][CH3:32])[CH2:27][CH2:28][CH2:29][CH3:30])=[CH:20][CH:19]=3)[N:15]=[C:14]([C:33]3[CH:38]=[CH:37][C:36]([O:39][CH2:48][CH:49]([CH2:50][CH3:51])[CH2:52][CH2:53][CH2:54][CH3:55])=[CH:35][C:34]=3[OH:40])[N:13]=2)=[CH:10][CH:11]=1)[CH3:2]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 868042-Ethylhexyl bromideHCID 1355632624-{4,6-Bis[4-(2-ethylhexyloxy)phenyl]-s-triazin-2-yl}-1,3-dihydroxybenzene

生成物 1

HCID 1355762652-{4,6-bis-[4-(2-Ethylhexyloxy)phenyl]-s-triazin-2-yl}-5-(2-ethylhexyloxy)phenol収率 101.5%

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒2 回

実験手順

83.7 g (0.14 mol) of 4-{4,6-bis[4-(2-ethylhexyloxy)phenyl]-s-triazin-2-yl}-1,3-dihydroxy-benzene together with 500 ml of Methylcellosolve are placed at 80 C. in a 1 l sulfonating flask fitted with stirrer, condenser, internal thermometer and dropping funnel. 18.1 g of a 30% sodium hydroxide solution (0.16 mol) are added, the mixture is stirred for 15 minutes and then a solution of 31.4 g (0.16 mol) of 3-bromomethylheptane and 30 ml of Methylcellosolve are added dropwise over 30 minutes. After stirring at 110 C. for 24 hours, alkylation is complete (thin-layer chromatogram). The mixture is evaporated to dryness under vacuum, the residue is dissolved in 500 ml of toluene and filtered, and the filtrate is subjected to extraction by shaking with water. Drying of the extracts over sodium sulfate and removal of the solvent by distillation give 100.9 g of a red-brown oil. The crude product is dissolved in 200 ml of toluene/ethyl acetate (97.5/2.5) and, for purification, is chromatographed over silica gel (10 cm×40 cm), giving 79.4 g (80% of theory) of the compound of the formula ##STR26## as a honeylike red-brown resin.

後処理

  1. customfitted with stirrer, condenser
  2. stirringAfter stirring at 110 C
  3. waitfor 24 hours
  4. customThe mixture is evaporated to dryness under vacuum
  5. dissolutionthe residue is dissolved in 500 ml of toluene
  6. filtrationfiltered
  7. extractionthe filtrate is subjected to extraction
  8. stirringby shaking with water
  9. dry with materialDrying of the extracts over sodium sulfate and removal of the solvent by distillation

出典と根拠

ORDレコード
ord-a68333c403a94aafa04345ba996afc9a
出典データセット
uspto-grants-1997_11
特許番号
US05688995

関連ノート

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