Phenoxyethanol → 3-(3,4-Dihydroxy-phenyl)-2-hydrazino-2-methyl-propionic Acid 2-phenoxy-ethyl Ester

HRID 2212447Notes

Reaction equation

HRID 2212447 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:16][NH2:17])([CH3:15])[C:11]([O:13][CH3:14])=[O:12])[CH:5]=[CH:6][C:7]=1[OH:8].[O:18]([CH2:25]CO)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[O:18]([CH2:25][CH2:14][O:13][C:11](=[O:12])[C:10]([NH:16][NH2:17])([CH3:15])[CH2:9][C:4]1[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([OH:1])[CH:3]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 31236PhenoxyethanolHCID 13589972Methyl 3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoate

Product 1

HCID 695849743-(3,4-Dihydroxy-phenyl)-2-hydrazino-2-methyl-propionic Acid 2-phenoxy-ethyl Ester

Procedure

Following the procedure described in Example 4 Step A for preparation of compound 107, and substituting methanol with 2-phenoxy-ethanol, provided the title compound. 1H NMR (CD3OD, 400 MHz): 1.65 (s, 3H), 3.10 (dd, 2H), 4.40 (t, 2H), 4.70 (t, 2H), 6.60–6.52 (m, 8H). MS (ESI) m/z 347.27 (M+H+).

Sources & evidence

ORD record
ord-aa31ddc82ca545bfb5adca1296790199
Source dataset
uspto-grants-2006_09
Patent number
US07101912B2

Reaction notes

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