Toluene → 3-(3,5-Di-t-butyl-4-hydroxyphenyl)-propionic acid allyl ester

HRID 2059123

反応式

HRID 2059123 の反応式
[NH2-].[Li+].[CH2:3]([OH:6])[CH:4]=[CH2:5].C[O:8][C:9](=O)[CH2:10][CH2:11][C:12]1[CH:17]=[C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:15]([OH:22])=[C:14]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:13]=1.C1(C)C=CC=CC=1>C(O)(=O)C>[CH2:3]([O:6][C:9](=[O:8])[CH2:10][CH2:11][C:12]1[CH:17]=[C:16]([C:18]([CH3:19])([CH3:21])[CH3:20])[C:15]([OH:22])=[C:14]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:13]=1)[CH:4]=[CH2:5]

参加物

6

反応物 4

HCID 1140TolueneHCID 7858Allyl AlcoholHCID 24532Lithium amideHCID 62603Methyl di-t-butyl hydroxyhydrocinnamate

生成物 1

HCID 205457203-(3,5-Di-t-butyl-4-hydroxyphenyl)-propionic acid allyl ester

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
150 °C

実験手順

0.2 g of lithium amide and in the course of 5 hours 38 g of allyl alcohol are added at 150° C. under nitrogen to 146 g of 3-(3,5-di-t-butyl-4-hydroxyphenyl)-propionic acid methyl ester. After completion of the addition, stirring is maintained at 150° C. for a further 10 hours. The brownish reaction mixture is cooled to about 100° C., and 150 ml of toluene, 0.5 g of concentrated acetic acid and 10 g of "Celite Hyflow Supercel" (product of Johns Manville Corp., USA) are added. There is thus obtained, after filtration and then removal of the solvent in vacuo, the title compound in crystalline form, m.p. about 40° C.

後処理

  1. additionAfter completion of the addition
  2. customThe brownish reaction mixture
  3. temperatureis cooled to about 100° C.
  4. customThere is thus obtained
  5. filtrationafter filtration
  6. customremoval of the solvent in vacuo

出典と根拠

ORDレコード
ord-504d49677280405fba3127a71044c487
出典データセット
uspto-grants-1982_03
特許番号
US04322303

関連ノート

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