1-Chloro-3-methoxypropane → N-(2-bromo-5-methylphenyl)-N-(3-methoxypropyl)isobutyramide

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[NH:9][C:10](=[O:14])[CH:11]([CH3:13])[CH3:12].Cl[CH2:16][CH2:17][CH2:18][O:19][CH3:20]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[N:9]([CH2:16][CH2:17][CH2:18][O:19][CH3:20])[C:10](=[O:14])[CH:11]([CH3:12])[CH3:13]

Participants

Reactant 2

HCID 1189271-Chloro-3-methoxypropane

HCID 68542723N-(2-bromo-5-methylphenyl)-2-methylpropanamide

Product 1

HCID 68505459N-(2-bromo-5-methylphenyl)-N-(3-methoxypropyl)isobutyramide

Procedure

Analogously to Example 8c, 16.50 g of N-(2-bromo-5-methylphenyl)isobutyramide and 8.59 ml of 1-chloro-3-methoxypropane are reacted. The title compound is obtained as a slightly yellowish oil. Rf=0.13 (1:1 EtOAc-heptane); Rt=18.54 (II).

Sources & evidence

ORD record: ord-611481d6a0c84635b95fb30a510326f0
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07842688B2

Reaction notes

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