Phthalic Anhydride → 2-benzyl-3-hydroxy-2,3-dihydro-1H-isoindol-1-one

HRID 492233Notes

Reaction equation

HRID 492233 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.O[CH:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)C(=O)[N:14]1CC1SC=CC=1.C(N)C1C=CC=CC=1>>[CH2:13]([N:14]1[CH:4]([OH:6])[C:3]2[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:1]1=[O:11])[C:21]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 3

HCID 6811Phthalic AnhydrideHCID 7504BenzylamineHCID 4616003HCID 4616003, compound

Product 1

HCID 32407432-benzyl-3-hydroxy-2,3-dihydro-1H-isoindol-1-one

Procedure

Compound 20 was prepared using the synthetic sequence in a manner analogous to the method described for the conversion of commercially available phthalic anhydride 1 to compound 12 using benzylamine instead of thiophene-2-methylamine in the first step.

Sources & evidence

ORD record
ord-1b08696a1732412b88a7d0b38cf42d2c
Source dataset
uspto-grants-2009_05
Patent number
US07531671B2

Reaction notes

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