2-Phenylethanol → N-[4-(2-Phenylethoxy)benzoyl]glycine

HRID 456287Notes

Reaction equation

HRID 456287 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]1[CH:30]=CC(C(OC)=O)=C[CH:22]=1.C1(CCO)C=CC=CC=1>>[C: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)[CH:3]=[CH:2][CH:30]=[CH:21][CH:22]=1

Participants

4

Reactant 3

HCID 60542-PhenylethanolHCID 7456MethylparabenHCID 66812105N-[4-(2-Cyclopropylethoxy)benzoyl]glycine

Product 1

HCID 66812668N-[4-(2-Phenylethoxy)benzoyl]glycineYield 74%

Procedure

The same reactions as in Example 9 (9a) and (9b) were conducted using methyl 4-hydroxybenzoate (2.23 g, 14.7 mmol) and 2-phenylethanol (1.80 mL, 15.1 mmol) to give 3.23 g of the title compound (light yellow powder, yield: 74%).

Sources & evidence

ORD record
ord-ea972d666c794969b4a98839a7adb5b0
Source dataset
uspto-grants-2013_07
Patent number
US08497397B2

Reaction notes

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