4-Ethynylheptan-4-ol → 2-(2-(3-(3-Hydroxy-3-propylhex-1-ynyl)benzyloxy)ethyl)isoindoline-1,3-dione

HRID 658902Notes

Reaction equation

HRID 658902 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[CH2:5][O:6][CH2:7][CH2:8][N:9]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]1=[O:19].[C:23]([C:25]([OH:32])([CH2:29][CH2:30][CH3:31])[CH2:26][CH2:27][CH3:28])#[CH:24]>>[OH:32][C:25]([CH2:29][CH2:30][CH3:31])([CH2:26][CH2:27][CH3:28])[C:23]#[C:24][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[CH2:5][O:6][CH2:7][CH2:8][N:9]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]1=[O:19]

Participants

3

Reactant 2

HCID 123838984-Ethynylheptan-4-olHCID 667438742-(2-(3-Bromobenzyloxy)ethyl)isoindoline-1,3-dione

Product 1

HCID 667432832-(2-(3-(3-Hydroxy-3-propylhex-1-ynyl)benzyloxy)ethyl)isoindoline-1,3-dione

Procedure

Sonogashira coupling of 2-(2-(3-bromobenzyloxy)ethyl)isoindoline-1,3-dione and 4-ethynylheptan-4-ol following the method described in Example 12 gives 2-(2-(3-(3-hydroxy-3-propylhex-1-ynyl)benzyloxy)ethyl)isoindoline-1,3-dione.

Sources & evidence

ORD record
ord-09e43132330f45b580555067649d7e63
Source dataset
uspto-grants-2011_12
Patent number
US08076516B2

Reaction notes

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