1-[4-(4-Chlorophenoxy)-2-propylphenyl]-2-(4-methoxyphenoxy)ethanone → 3-[4-(4-Chlorophenoxy)-2-propylphenyl]-5-methoxy-1-benzofuran

HRID 1172814Notes

Reaction equation

[Cl:1][C:2]1[CH:29]=[CH:28][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([C:13](=O)[CH2:14][O:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)=[C:9]([CH2:25][CH2:26][CH3:27])[CH:8]=2)=[CH:4][CH:3]=1>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:29]=[CH:28][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([C:13]3[C:17]4[CH:18]=[C:19]([O:22][CH3:23])[CH:20]=[CH:21][C:16]=4[O:15][CH:14]=3)=[C:9]([CH2:25][CH2:26][CH3:27])[CH:8]=2)=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 140 °C

Procedure

A mixture of the product from Step 9 (0.46 g, 1.1 mmol) and Amberlyst-15 (0.50 g) in xylene (10 mL) was heated at 140° C. for 2 h. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by chromatography on silica gel to give the title product.

Workup

filtrationThe reaction mixture was filtered
concentrationthe filtrate was concentrated
customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record: ord-2fa12822554b49e6951c8646e4de0d96
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07834036B2

Reaction notes

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