Menadione → HCID 67057806, compound

HRID 1528022Notes

Reaction equation

HRID 1528022 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.[Br:14][C:15]1[CH:16]=[C:17]([CH2:21][C:22](O)=O)[CH:18]=[CH:19][CH:20]=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:17]1[CH:18]=[CH:19][CH:20]=[C:15]([Br:14])[CH:16]=1)[CH:10]=[CH:9][CH:8]=[CH:7]2

Participants

3

Reactant 2

HCID 4055MenadioneHCID 74653(3-Bromophenyl)acetic acid

Product 1

HCID 67057806HCID 67057806, compoundYield 52%

Procedure

As starting materials for the coupling reaction menadione and 3-bromophenylacetic acid were used. Synthesis is realized according to the general procedure described in general procedure of example 1. After chromatography on silica gel (petroleum ether:CH2Cl2=1:1, UV), 328 mg (0.96 mmol, 52% yield) of P_TM99 were isolated as yellow solid.

Workup

  1. customSynthesis

Sources & evidence

ORD record
ord-5bb20d2df9534aa6b6e041dd4dea0193
Source dataset
uspto-grants-2015_07
Patent number
US09090549B2

Reaction notes

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