DL-alpha-Tocopherol → Alpha-Tocopherol Acetate

HRID 1414008

反応式

HRID 1414008 の反応式
C(Cl)/C=C(/CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)\C.[Al].[CH3:23][C:24]1[C:33]([CH3:34])=[C:32]2[C:27]([CH2:28][CH2:29][C:30]([CH2:36][CH2:37][CH2:38][CH:39]([CH2:41][CH2:42][CH2:43][CH:44]([CH2:46][CH2:47][CH2:48][CH:49]([CH3:51])[CH3:50])[CH3:45])[CH3:40])([CH3:35])[O:31]2)=[C:26]([CH3:52])[C:25]=1[OH:53].[C:54](OCC)(=[O:56])[CH3:55]>>[CH3:34][C:33]1[C:24]([CH3:23])=[C:25]([O:53][C:54]([CH3:55])=[O:56])[C:26]([CH3:52])=[C:27]2[CH2:28][CH2:29][C@:30]([CH2:36][CH2:37][CH2:38][C@@H:39]([CH2:41][CH2:42][CH2:43][C@@H:44]([CH2:46][CH2:47][CH2:48][CH:49]([CH3:51])[CH3:50])[CH3:45])[CH3:40])([CH3:35])[O:31][C:32]=12

参加物

5

反応物 4

HCID 2116DL-alpha-Tocopherol2 回HCID 8857Ethyl AcetateHCID 5359268Aluminum2 回HCID 11130851Phytyl chloride

生成物 1

HCID 86472Alpha-Tocopherol Acetate収率 95.3%

反応条件

温度
80 °C

実験手順

To a solution of 2.283 g of TMHQ and 6.013 g of phytyl chloride in 12.0 ml of ethyl acetate were added 0.075 g of metallic aluminum powder and 0.904 g of stannous chloride, and the mixture was agitated at 80° C. for 3 hours. At this stage, the metallic aluminum powder adhered to the walls of the reactor and the reaction mixture turned to reddish brown. The obtained dl-α-tocopherol was acetylated in the same manner as described in Comparative Example 1 without isolating said dl-α-tocopherol to produce 8.023 g of dl-α-tocopheryl acetate. The absorbance of this crude dl-α-tocopheryl acetate was measured: E430 mμneat =0.982, E415 mμ40%EtOH =0.719. Estimation of the crude dl-α-tocopheryl acetate by liquid chromatography indicated that its purity was 84.2% and the yield was 95.3%.

後処理

  1. customwithout isolating

出典と根拠

ORDレコード
ord-847b890908584de1bf68dafa0f40c9eb
出典データセット
uspto-grants-1981_02
特許番号
US04252726

関連ノート

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