Menadione → HCID 67057830, compound

HRID 1528017Notes

Reaction equation

HRID 1528017 reaction equation
C[C:2]1[C:12](=[O:13])[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:4](=[O:5])[CH:3]=1.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][C:22](O)=O)=[CH:17][CH:16]=1>>[CH3:2][C:3]1[C:4](=[O:5])[CH:6]2[CH:11]([C:12](=[O:13])[C:22]=1[CH2:21][C:18]1[CH:17]=[CH:16][C:15]([Cl:14])=[CH:20][CH:19]=1)[CH:10]=[CH:9][CH:8]=[CH:7]2

Participants

3

Reactant 2

HCID 4055MenadioneHCID 15880(4-Chlorophenyl)acetic acid

Product 1

HCID 67057830HCID 67057830, compoundYield 75%

Procedure

As starting materials for the coupling reaction menadione and 4-chlorophenylacetic acid were used. Synthesis is realized according to the general procedure described in general procedure of example 1. After chromatography on silica gel (cyclohexane:ethyl acetate=3:1, UV), 6.46 g (21.8 mmol, 75% yield) of P_TM30 were isolated as yellow solid.

Workup

  1. customSynthesis

Sources & evidence

ORD record
ord-bd1575860bef45b495586b2f9c287a33
Source dataset
uspto-grants-2015_07
Patent number
US09090549B2

Reaction notes

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