4-Hydroxyphthalic acid → (5-Hydroxy-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester

HRID 250347Notes

Reaction equation

HRID 250347 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:11]([OH:13])=O)[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=O.Cl.[CH2:15]([O:17][C:18](=[O:21])[CH2:19][NH2:20])[CH3:16]>>[CH2:15]([O:17][C:18](=[O:21])[CH2:19][N:20]1[C:11](=[O:13])[C:4]2[C:5](=[CH:9][CH:10]=[C:2]([OH:1])[CH:3]=2)[C:6]1=[O:8])[CH3:16]

Participants

3

Reactant 2

HCID 118814-Hydroxyphthalic acidHCID 2723640Glycine ethyl ester, hydrochloride

Product 1

HCID 66712563(5-Hydroxy-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester

Procedure

Prepared in analogy to example D-100 c) from 4-hydroxy-phthalic acid and glycine ethyl ester HCl salt. 1H NMR (200 MHz, DMSO-d6) δ 11.0 (br s, 1H), 7.74 (d, J=7.8 Hz, 1H), 7.17 (m, 2H), 4.35 (s, 2H), 4.13 (q, J=7.0 Hz, 2H), 1.20 (t, J=7.0 Hz, 3H).

Sources & evidence

ORD record
ord-51f13adc37e7455db7311dca0d5ca9ac
Source dataset
uspto-grants-2011_01
Patent number
US07863292B2

Reaction notes

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