Perillaldehyde → Perilla alcohol

HRID 1604756

反応式

HRID 1604756 の反応式
CC1CC[C@@H](C(C)=C)CC=1.[Se](=O)=O.[CH3:14][C:15]([CH:17]1[CH2:22][CH:21]=[C:20]([CH:23]=[O:24])[CH2:19][CH2:18]1)=[CH2:16]>[O-2].[O-2].[O-2].[Cr+6]>[CH3:16][C:15]([C@@H:17]1[CH2:18][CH:19]=[C:20]([CH2:23][OH:24])[CH2:21][CH2:22]1)=[CH2:14]

参加物

5

反応物 3

HCID 16441Perillaldehyde2 回HCID 24007Selenium DioxideHCID 440917(+)-Limonene

生成物 1

HCID 369312Perilla alcohol

試薬・触媒・溶媒 1

HCID 10219390chromium (VI) trioxide触媒

実験手順

Perillyl alcohol can be produced by reacting limonene with selenium dioxide (that is toxic) and other oxidants (that are difficult to work with i.e., anhydrous chromium trioxide) to yield various oxidation products, including a small amount of perillaldehyde. Once isolated, perillaldehyde is reduced to afford perillyl alcohol. While this two-step process is conceptually attractive, the oxidation of limonene to give perillyl alcohol proceeds in a low overall yield.

後処理

  1. customto yield various oxidation products
  2. customOnce isolated

出典と根拠

ORDレコード
ord-efc8b7b2544149a1a9a6fdf90618994b
出典データセット
uspto-grants-1999_11
特許番号
US05994598

関連ノート

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