Methylparaben → N-[4-(2-Cyclopentylethoxy)benzoyl]glycine

HRID 1799252Notes

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.O[C:21]1C=CC(C(OC)=O)=C[CH:22]=1.C1(CCO)CCCC1>>[CH:1]1([CH2:4][CH2:5][O:6][C:7]2[CH:8]=[CH:9][C:10]([C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])=[CH:18][CH:19]=2)[CH2:3][CH2:2][CH2:22][CH2:21]1

Participants

Reactant 3

HCID 7456Methylparaben

HCID 69833Cyclopentaneethanol

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

Product 1

HCID 69017090N-[4-(2-Cyclopentylethoxy)benzoyl]glycineYield 79%

Procedure

Reactions similar to those described in Example 1 (1a) and (1b) were conducted using methyl 4-hydroxybenzoate (6.09 g, 40.0 mmol) and 2-cyclopentylethanol (4.57 g, 40.0 mmol) to give 9.20 g of the title compound (white solid, yield: 79%).

Sources & evidence

ORD record: ord-b8055ebe08cb42a2ba4cdd1e671941b5
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08344029B2

Reaction notes

Loading…