N,N-Dimethylbenzylamine → 2-[2-Hydroxy4(3-butoxy-2-hydroxypropyloxy)-phenyl]4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin

HRID 396732

反応式

HRID 396732 の反応式
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][C:16]=2[CH3:22])[N:12]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][C:24]=2[CH3:30])[N:10]=1.[CH2:31]([O:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH:32]1[O:34][CH2:33]1.CN(C)CC1C=CC=CC=1>C1(C)C(C)=CC=CC=1>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:33][CH:32]([OH:34])[CH2:31][O:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][C:24]=2[CH3:30])[N:12]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][C:16]=2[CH3:22])[N:14]=1

参加物

5

反応物 3

HCID 7681N,N-DimethylbenzylamineHCID 17049Butyl glycidyl etherHCID 742762-(2,4-Dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine

生成物 1

HCID 1356014122-[2-Hydroxy4(3-butoxy-2-hydroxypropyloxy)-phenyl]4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin収率 86%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

23.8 g (0.06 mol) of 2-(2,4-dihydroxyphenyl)-4,6-bis-(2,4-dimethylphenyl)-1,3,5-triazine (prepared as described in U.S. Pat. No. 3,244,708 Example 16) are suspended in 300 ml of xylene. 12.1 g (0.09 mol) of 97% butyl glycidyl ether and 0.75 g (0.006 mol) of dimethylbenzylamine are added to this suspension, and the mixture is heated to reflux temperature. After a reaction time of 5 hours the clear, brownish solution is cooled and clarified by filtration through 100 g of silica gel. The yellow solution is evaporated and the residue is recrystallized from hexane/toluene. This gives 27.3 g of pale yellow crystals of 2-[2-hydroxy-4(3-butoxy-2-hydroxypropyloxy)-phenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin (=86% yield). Melting point: 80-83° C. (Compound 1).

後処理

  1. temperaturethe mixture is heated
  2. temperatureto reflux temperature
  3. temperatureAfter a reaction time of 5 hours the clear, brownish solution is cooled
  4. filtrationclarified by filtration through 100 g of silica gel
  5. customThe yellow solution is evaporated
  6. customthe residue is recrystallized from hexane/toluene

出典と根拠

ORDレコード
ord-89f6527309c7417da998df8ccd1ab7c7
出典データセット
uspto-grants-2003_08
特許番号
US06608122B1

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