Hydrochloric Acid → DL-alpha-Tocopherol

HRID 376507

反応式

HRID 376507 の反応式
[CH3:1][C:2]1[C:8]([CH3:9])=[C:7]([OH:10])[C:6]([CH3:11])=[CH:5][C:3]=1O.Cl.[CH3:13][CH:14]([CH2:16][CH2:17][CH2:18][CH:19]([CH2:21][CH2:22][CH2:23][CH:24]([CH2:26][CH2:27][CH2:28][C:29]([OH:33])([CH:31]=[CH2:32])[CH3:30])[CH3:25])[CH3:20])[CH3:15]>[Br-].[Zn+2].[Br-].[Zn]>[CH3:9][C:8]1[C:2]([CH3:1])=[C:3]2[C:5]([CH2:32][CH2:31][C:29]([CH2:28][CH2:27][CH2:26][CH:24]([CH2:23][CH2:22][CH2:21][CH:19]([CH2:18][CH2:17][CH2:16][CH:14]([CH3:13])[CH3:15])[CH3:20])[CH3:25])([CH3:30])[O:33]2)=[C:6]([CH3:11])[C:7]=1[OH:10]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 10453IsophytolHCID 12785Trimethylhydroquinone

生成物 1

HCID 2116DL-alpha-Tocopherol収率 100.6%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 10421208Zinc bromide触媒

反応条件

温度
50 °C

実験手順

To a mixture consisting of 69.9 g (0.460 mol) of 2,3,5-trimethylhydroquinone, 69.7 g (0.31 mol) of zinc bromide, 7.5 g of concentrated hydrochloric acid and 1.2 g of zinc dust, was added dropwise, under stirring at 50° C. over 1 hour, 138.8 g (0.460 mol) of isophytol (purity: 98.1%). Further, the resulting mixture was stirred at the same temperature for 1 hour. The reaction liquid was washed with water, followed by concentrating, whereby 199.4 g of the title compound was obtained as a brown oil (yield: 98.6%, GLC purity: 97.8%).

後処理

  1. additionwas added dropwise
  2. stirringFurther, the resulting mixture was stirred at the same temperature for 1 hour
  3. customThe reaction liquid
  4. washwas washed with water
  5. concentrationby concentrating

出典と根拠

ORDレコード
ord-32d493fdda2f4156bc1505db5a2e2309
出典データセット
uspto-grants-2000_02
特許番号
US06020505

関連ノート

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