HCID 21538227, compound → HCID 12790678, compound

HRID 1076756Notes

Reaction equation

HRID 1076756 reaction equation
[CH3:1][C:2]1[C:3](=[O:25])[C:4]2[C:9]([C:10](=[O:24])[C:11]=1[CH2:12][CH2:13][CH:14]([CH3:23])[CH2:15][CH:16](C(O)=O)[C:17]([OH:19])=[O:18])=[CH:8][CH:7]=[CH:6][CH:5]=2>C(Cl)(Cl)Cl.C(O)C>[CH3:1][C:2]1[C:3](=[O:25])[C:4]2[C:9]([C:10](=[O:24])[C:11]=1[CH2:12][CH2:13][CH:14]([CH3:23])[CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

3

Reactant 1

HCID 21538227HCID 21538227, compound

Product 1

HCID 12790678HCID 12790678, compound

Reagents, catalysts & solvents 1

HCID 21889567Chloroform ethanolSolvent

Conditions

Temperature
140 °C

Procedure

4.3 Parts of 2,3,5-trimethyl-6-(5',5'-dicarboxy-3'-methylpentyl)-1,4-benzoquinone (Formula (IV) wherein R=H3C; Z=H) obtained in Reference Example 1 is heated at 140°C for 1 hour. It is then subjected to thin-layer chromatography with chloroform-ethanol (19:1) as the developer and recrystallized from ligroine. Th described procedure gives 2.97 parts of 2,3,5-trimethyl-6-(5'-carboxy-3'-methylpentyl)-1,4-benzoquinone (Formula (I) wherein R=H3C; Z=H) as yellowish needles. melting point 58°C-61°C.

Workup

  1. customrecrystallized from ligroine

Sources & evidence

ORD record
ord-776eb7d39dde4740ac8d9396f16e4410
Source dataset
uspto-grants-1976_05
Patent number
US03957836

Reaction notes

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