(4-Bromo-2-methoxyphenyl)acetonitrile → 2-(4-Bromo-2-methoxyphenyl)-3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}propanenitrile

HRID 2194893Notes

Reaction equation

HRID 2194893 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[C:4]([O:11][CH3:12])[CH:3]=1.[Cl:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([Cl:21])[C:15]=1[O:22][CH2:23][CH2:24][O:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32]I)=[CH:28][CH:27]=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:32][C:29]2[CH:30]=[CH:31][C:26]([O:25][CH2:24][CH2:23][O:22][C:15]3[C:16]([Cl:21])=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=3[Cl:13])=[CH:27][CH:28]=2)[C:9]#[N:10])=[C:4]([O:11][CH3:12])[CH:3]=1

Participants

3

Reactant 2

HCID 52987748(4-Bromo-2-methoxyphenyl)acetonitrileHCID 584884431,3-Dichloro-2-{2-[4-(iodomethyl)phenoxy]ethoxy}-5-methylbenzene

Product 1

HCID 674478332-(4-Bromo-2-methoxyphenyl)-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-methoxyphenyl)acetonitrile (III.4) 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-09b548e3c2844cfd8a4222563cea6f00
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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