Sodium Hydroxide → 4-(3-(2,6-Dimethylbenzyloxy)phenyl)-3-butenoic acid

HRID 1823758Notes

Reaction equation

HRID 1823758 reaction equation
C([CH:3]([CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH2:16][C:17]2[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:24])[CH:10]=1)[C:4]([OH:6])=[O:5])C.[OH-].[Na+]>C(O)C>[CH3:23][C:22]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:24])[C:17]=1[CH2:16][O:15][C:11]1[CH:10]=[C:9]([CH:8]=[CH:7][CH2:3][C:4]([OH:6])=[O:5])[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69594363HCID 69594363, compound

Product 1

HCID 672736064-(3-(2,6-Dimethylbenzyloxy)phenyl)-3-butenoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-3-butenoic acid: ethanol at low temp, add aqueous sodium hydroxide, after an hour, concentrate and purify by flash chromatography on silica gel column (chloroform:methanol 95:5 spiked with acetic acid).

Workup

  1. waitafter an hour
  2. concentrationconcentrate
  3. custompurify by flash chromatography on silica gel column (chloroform:methanol 95:5 spiked with acetic acid)

Sources & evidence

ORD record
ord-d5f47a26b9b4445c8185dfc0191171a6
Source dataset
uspto-grants-2006_05
Patent number
US07041659B2

Reaction notes

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