Potassium Carbonate → [3-(2-Formyl-4-methyl-phenoxy)-phenyl]-acetic acid ethyl ester

HRID 885238Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([OH:12])[CH:7]=1)[CH3:2].F[C:15]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:16]=1[CH:17]=[O:18].C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:15]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:16]=2[CH:17]=[O:18])[CH:7]=1)[CH3:2]

Participants

Conditions

Temperature: 120 °C

Procedure

(3-Hydroxy phenyl)-acetic acid ethyl ester (1.0 g, 5.2 mmol), 2-fluoro-5-methylbenzaldehyde (0.72 g, 5.2 mmol), and potassium carbonate (1.44 g, 10.4 mmol) were combined in 1,4-dioxane (30 mL) and heated to 120° C. for 3 days. After work-up, the crude material was purified by silica gel chromatography (0-20% EtOAc in hexanes) to give the desired product (0.20 g).

Workup

customAfter work-up, the crude material was purified by silica gel chromatography (0-20% EtOAc in hexanes)

Sources & evidence

ORD record: ord-7b87f85f89ee4884b4459d1ff6e33f8f
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08242145B2

Reaction notes

Loading…