Methylparaben → 2-(4-(2-(Thiophen-2-yl)ethoxy)benzamido)acetic acid

HRID 456291Notes

Reaction equation

[CH:1]1([CH2:4][CH2:5][O:6][C:7]2[CH:19]=[CH:18][C:10]([C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.OC1C=CC(C(OC)=O)=CC=1.[S:31]1C=CC=[C:32]1CCO>>[S:31]1[CH:32]=[CH:2][CH:3]=[C:1]1[CH2:4][CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])=[CH:18][CH:19]=1

Participants

Reactant 3

HCID 7456Methylparaben

HCID 794002-Thiopheneethanol

HCID 66812105N-[4-(2-Cyclopropylethoxy)benzoyl]glycine

Product 1

HCID 668124452-(4-(2-(Thiophen-2-yl)ethoxy)benzamido)acetic acidYield 65%

Procedure

The same reactions as in Example 9 (9a) and (9b) were conducted using methyl 4-hydroxybenzoate (1.55 g, 10.2 mmol) and 2-(2-thienyl)ethanol (1.20 mL, 10.8 mmol) to give 2.02 g of the title compound (white powder, yield: 65%).

Sources & evidence

ORD record: ord-593a59d72f3347808c2855520f398f14
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08497397B2

Reaction notes

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