Allyl bromide → N-(2-allyl-3-hydroxy-4-methylphenyl)-3,4,5,6-tetrahydrophthalimide

HRID 344594

Reaction equation

HRID 344594 reaction equation
[CH3:1]C1C=CC([N+]([O-])=O)=CC=1O.C(Br)C=C.[CH2:16]([C:19]1[C:24]([OH:25])=[C:23](Cl)[CH:22]=[CH:21][C:20]=1[N:27]1[C:31](=[O:32])[C:30]2[CH2:33][CH2:34][CH2:35][CH2:36][C:29]=2[C:28]1=[O:37])[CH:17]=[CH2:18].ClC1C=CC([N+]([O-])=O)=CC=1O>>[CH2:16]([C:19]1[C:24]([OH:25])=[C:23]([CH3:1])[CH:22]=[CH:21][C:20]=1[N:27]1[C:31](=[O:32])[C:30]2[CH2:33][CH2:34][CH2:35][CH2:36][C:29]=2[C:28]1=[O:37])[CH:17]=[CH2:18]

Participants

5

Reactant 4

HCID 7841Allyl bromide2×HCID 692642-Chloro-5-nitrophenolHCID 935762-Methyl-5-nitrophenolHCID 57171405N-(2-allyl-4-chloro-3-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide

Product 1

HCID 57199273N-(2-allyl-3-hydroxy-4-methylphenyl)-3,4,5,6-tetrahydrophthalimide

Procedure

N-(2-allyl-3-hydroxy-4-methylphenyl)-3,4,5,6-tetrahydrophthalimide (5A) was prepared, as yellow crystals, m.p.: 141°-143° C., from 2-methyl-5-nitrophenol and allyl bromide by the procedures described in Example 3 for preparing 3D from 2-chloro-5-nitrophenol and allyl bromide.

Sources & evidence

ORD record
ord-1003bfc266a2469b9b83c5d074b97f6e
Source dataset
uspto-grants-1991_10
Patent number
US05053071

Linked notes

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