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

HRID 2294674

반응식

HRID 2294674 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 80192-Methoxyethanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a68333c403a94aafa04345ba996afc9a
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05688995

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