Carbon Dioxide → alpha-Tocopherol

HRID 259840

反応式

HRID 259840 の反応式
[CH3:1][C:2]1[C:3]([OH:11])=[C:4]([CH3:10])[C:5]([CH3:9])=[C:6]([CH:8]=1)O.C(=O)=O.[CH3:15][CH:16]([CH2:18][CH2:19][CH2:20][CH:21]([CH2:23][CH2:24][CH2:25][CH:26]([CH2:28][CH2:29][CH2:30][C:31]([OH:35])([CH:33]=[CH2:34])[CH3:32])[CH3:27])[CH3:22])[CH3:17]>>[CH3:10][C:4]1[C:3]([OH:11])=[C:2]([CH3:1])[C:8]2[CH2:34][CH2:33][C@:31]([CH2:30][CH2:29][CH2:28][C@@H:26]([CH2:25][CH2:24][CH2:23][C@@H:21]([CH2:20][CH2:19][CH2:18][CH:16]([CH3:15])[CH3:17])[CH3:22])[CH3:27])([CH3:32])[O:35][C:6]=2[C:5]=1[CH3:9]

参加物

4

反応物 3

HCID 280Carbon DioxideHCID 10453IsophytolHCID 12785Trimethylhydroquinone

生成物 1

HCID 14985alpha-Tocopherol収率 84%

反応条件

温度
100 °C

実験手順

15.02 g (98.8 mmol) of trimethylhydroquinone and 10.59 g of the strongly acid ion exchanger Amberlyst A15 were placed in a 300 ml autoclave, and 116 g of CO2 were condensed in. Heating to 100° C. resulted in a pressure of 185 bar. 37.80 ml (29.48 g; 99.6 mmol) of isophytol were injected by means of an HPLC pump over the course of 1.5 hours (h) at 108° C. After stirring at 108° C. for a further 30 minutes (min), the autoclave was cooled to room temperature (RT), and the pressure was released. The ion exchanger was removed from the product by centrifuging the mixture. The 48.9 g of isolated pale yellow oil contained 83% tocopherol, which corresponds to an 84% yield of pure α-tocopherol.

後処理

  1. customcondensed in
  2. customresulted in a pressure of 185 bar
  3. customwere injected by means of an HPLC pump over the course of 1.5 hours (h) at 108° C
  4. temperaturethe autoclave was cooled to room temperature (RT)
  5. customThe ion exchanger was removed from the product by centrifuging the mixture

出典と根拠

ORDレコード
ord-5ee92d81450d4ac6a59ad1a696de4d28
出典データセット
uspto-grants-1996_06
特許番号
US05523420

関連ノート

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