Methylparaben → N-[4-(3,3,3-Trifluoropropoxy)benzoyl]glycine

HRID 456288Notes

Reaction equation

HRID 456288 reaction equation
C1(CCO[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)CC1.OC1C=CC(C(OC)=O)=CC=1.[F:31][C:32]([F:37])([F:36])[CH2:33][CH2:34][OH:35]>>[F:31][C:32]([F:37])([F:36])[CH2:33][CH2:34][O:35][C:7]1[CH:19]=[CH:18][C:10]([C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])=[CH:9][CH:8]=1

Participants

4

Reactant 3

HCID 7456MethylparabenHCID 1375123,3,3-Trifluoro-1-propanolHCID 66812105N-[4-(2-Cyclopropylethoxy)benzoyl]glycine

Product 1

HCID 66812639N-[4-(3,3,3-Trifluoropropoxy)benzoyl]glycineYield 14%

Procedure

The same reactions as in Example 9 (9a) and (9b) were conducted using methyl 4-hydroxybenzoate (1.52 g, 9.99 mmol) and 3,3,3-trifluoropropan-1-ol (1.14 g, 9.99 mmol) to give 385 mg of the title compound (white powder, yield: 14%).

Sources & evidence

ORD record
ord-2a9abc89cbe5415c99ff3227b404f851
Source dataset
uspto-grants-2013_07
Patent number
US08497397B2

Reaction notes

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