2,4-Dimethyl-6-tert-butylphenol → 4-(4-Methacryloyloxybutoxy)phenyl 4-allyloxybenzoate

HRID 1637301

反応式

HRID 1637301 の反応式
[CH2:1]([O:4][C:5]1[CH:25]=[CH:24][C:8]([C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22]Br)=[CH:14][CH:13]=2)=[O:10])=[CH:7][CH:6]=1)[CH:2]=[CH2:3].C(C1C=C(C)C=C(C)C=1O)(C)(C)C.[C:39]([O-:44])(=[O:43])[C:40]([CH3:42])=[CH2:41].[K+]>CN(C)C=O.C1(C)C=CC=CC=1.C(OC)(C)(C)C>[CH2:1]([O:4][C:5]1[CH:25]=[CH:24][C:8]([C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][O:44][C:39](=[O:43])[C:40]([CH3:42])=[CH2:41])=[CH:14][CH:13]=2)=[O:10])=[CH:7][CH:6]=1)[CH:2]=[CH2:3]

参加物

7

反応物 3

HCID 158842,4-Dimethyl-6-tert-butylphenolHCID 193489834-(4-Bromobutoxy)phenyl 4-allyloxybenzoateHCID 23667354Potassium methacrylate

生成物 1

HCID 219996184-(4-Methacryloyloxybutoxy)phenyl 4-allyloxybenzoate収率 83%

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒HCID 15413tert-Butyl methyl ether溶媒

反応条件

温度
100 °C

実験手順

118.4 g (0.29 mol) of this ester were dissolved in 50 ml of dimethylformamide at 70° C., 0.3 g of 2-tert-butyl-4,6-dimethylphenol was added as stabilizer, 111.7 g (0.9 mol) of dry potassium methacrylate salt were added, and the mixture was diluted with 70 ml of toluene. The reaction mixture was stirred at 100° C. for 6 h, then cooled and diluted with 800 ml of methyl tert-butyl ether. The precipitate was filtered off with suction, and the washing solution and the filtrate were combined and washed three times with water. They were then concentrated, and the crude product obtained was recrystallized from isopropanol. 4-(4-Methacryloyloxybutoxy)phenyl 4-allyloxybenzoate of m.p. 62-63° C. was obtained in a yield of 83%. Between 41 and 45° C. the ester has a nematic phase which occurs only on supercooling.

後処理

  1. additionwere added
  2. temperaturecooled
  3. filtrationThe precipitate was filtered off with suction
  4. washwashed three times with water
  5. concentrationThey were then concentrated
  6. customthe crude product obtained
  7. customwas recrystallized from isopropanol

出典と根拠

ORDレコード
ord-f2119b27a66f42e48695240ef4e4ba8d
出典データセット
uspto-grants-2000_03
特許番号
US06040411

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