3,4,5-Triethoxyaniline → 3,5-Dimethoxy-4-methylaniline

HRID 49282Notes

Reaction equation

HRID 49282 reaction equation
[CH2:1](OC1C=C(I)C=C(OCC)C=1OCC)C.[CH2:17]([O:19][C:20]1[CH:21]=[C:22]([CH:24]=[C:25]([O:30][CH2:31]C)[C:26]=1OCC)[NH2:23])C>>[CH3:31][O:30][C:25]1[CH:24]=[C:22]([CH:21]=[C:20]([O:19][CH3:17])[C:26]=1[CH3:1])[NH2:23]

Participants

3

Reactant 2

HCID 186305603,4,5-TriethoxyanilineHCID 229330753,4,5-Triethoxy-1-iodobenzene

Product 1

HCID 127522883,5-Dimethoxy-4-methylaniline

Procedure

Following the procedure of the synthesis of 3,4,5-triethoxy-1-iodobenzene from the oil containing 3,4,5-triethoxyaniline in Reference Example 5,1-iodo-3,5-dimethoxy-4-methylbenzene was obtained as a pale yellow amorphous powder (7.59 g, yield: 87%) from 3,5-dimethoxy-4-methylaniline (J. Chem. Soc., 497-506 (1963)) (5.23 g, 31.3 mmol).

Sources & evidence

ORD record
ord-eea9413aca02405fac9057aca84b93bd
Source dataset
uspto-grants-2004_03
Patent number
US06706703B2

Reaction notes

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