Methylparaben → N-[4-(Cyclopentylmethoxy)benzoyl]glycine

HRID 1799253Notes

Reaction equation

HRID 1799253 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)=CC=1.C1(CO)CCCC1>>[CH:4]1([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)[CH2:1][CH2:3][CH2:2][CH2:21]1

Participants

4

Reactant 3

HCID 7456MethylparabenHCID 77195CyclopentanemethanolHCID 66812105N-[4-(2-Cyclopropylethoxy)benzoyl]glycine

Product 1

HCID 69017052N-[4-(Cyclopentylmethoxy)benzoyl]glycineYield 35%

Procedure

Reactions similar to those described in Example 1 (1a) and (1b) were conducted using methyl 4-hydroxybenzoate (22.8 g, 150 mmol) and cyclopentylmethanol (10.0 g, 100 mmol) to give 9.3 g of the title compound (colorless crystal, yield: 35%).

Sources & evidence

ORD record
ord-6a4614211d8345e7bb0d7db9da2878be
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Reaction notes

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