Hydrochloric Acid → 2,3,5-Trimethyl-6-(5'-carboxypentyl)-1,4-benzoquinone

HRID 647044ノート

反応式

HRID 647044 の反応式
N(S([O-])(=O)=O)(S([O-])(=O)=O)[O].[K+].[K+].[OH:13][C:14]1[C:19]([CH3:20])=[C:18]([CH3:21])[CH:17]=[C:16]([CH3:22])[C:15]=1[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([OH:30])=[O:29].[OH2:31].Cl>[OH-].[Na+]>[CH3:20][C:19]1[C:14](=[O:13])[C:15]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([OH:30])=[O:29])=[C:16]([CH3:22])[C:17](=[O:31])[C:18]=1[CH3:21]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962Water2 回HCID 3032624Potassium nitrosodisulfonateHCID 129061366-(2-Hydroxy-3,4,6-trimethylphenyl)hexanoic acid

生成物 1

HCID 129061502,3,5-Trimethyl-6-(5'-carboxypentyl)-1,4-benzoquinone

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

反応条件

温度
0 °C

実験手順

Potassium nitrosodisulfonate (0.9 part) was added to a solution of 6-(2'-hydroxy-3',4',6'-trimethylphenyl)hexanoic acid (formula II-2 wherein R=H3C, X=H, Y=OH, n=4, in the free form) (0.111 part) in 1% sodium hydroxide (5 volume parts) and water (3 volume parts) and the mixture was stirred at room temperature for 30 minutes. Then, the reaction mixture was cooled to 0° C. and, following the addition of cold water (50 volume parts), it was rendered acidic with dilute hydrochloric acid, whereupon a yellow precipitate was obtained. Recrystallization of this precipitate from hexane-ethyl acetate (10:1) provided 2,3,5-trimethyl-6-(5'-carboxypentyl)-1,4-benzoquinone (formula I-2 wherein R=H3C, n=4, in the free form) (0.11 part) as yellow needles melting at 81°-82° C.

後処理

  1. customwas obtained
  2. customRecrystallization of this precipitate from hexane-ethyl acetate (10:1)

出典と根拠

ORDレコード
ord-a5da59b8613645598318193bb278e6b1
出典データセット
uspto-grants-1983_10
特許番号
US04407757

反応ノート

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