1,3-Dichloro-2-{2-[4-(iodomethyl)phenoxy]ethoxy}-5-methylbenzene → 2-(4-Bromo-2-chlorophenyl)-3-{4-[2-(2,6-dichloro-4-methylphenoxy)-ethoxy]phenyl}propanenitrile

HRID 2194895Notes

Reaction equation

HRID 2194895 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[C:4]([Cl:11])[CH:3]=1.[Cl:12][C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([Cl:20])[C:14]=1[O:21][CH2:22][CH2:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([CH2:31]I)=[CH:27][CH:26]=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:31][C:28]2[CH:29]=[CH:30][C:25]([O:24][CH2:23][CH2:22][O:21][C:14]3[C:15]([Cl:20])=[CH:16][C:17]([CH3:19])=[CH:18][C:13]=3[Cl:12])=[CH:26][CH:27]=2)[C:9]#[N:10])=[C:4]([Cl:11])[CH:3]=1

Participants

3

Reactant 2

HCID 584884431,3-Dichloro-2-{2-[4-(iodomethyl)phenoxy]ethoxy}-5-methylbenzeneHCID 58762522(4-Bromo-2-chlorophenyl)acetonitrile

Product 1

HCID 674473482-(4-Bromo-2-chlorophenyl)-3-{4-[2-(2,6-dichloro-4-methylphenoxy)-ethoxy]phenyl}propanenitrile

Procedure

Prepared according to the procedure described in EXAMPLE 1, step 4 using (4-bromo-2-chlorophenyl)acetonitrile (III.3) and 1,3-dichloro-2-{2-[4-(iodomethyl)phenoxy]ethoxy}-5-methylbenzene (II.1) as starting materials. Purification by column chromatography on silica gel, eluting with Hex/Tol (50 to 75%), afforded the desired compound as a colorless oil.

Workup

  1. customPrepared
  2. customPurification by column chromatography on silica gel
  3. washeluting with Hex/Tol (50 to 75%)

Sources & evidence

ORD record
ord-d5dc5a7d24564ede98661caf9de1c923
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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