(4-Ethoxy-3,5-dimethoxyphenyl)boronic acid → 1-Iodo-3,5-dimethoxy-4-(2-methoxyethoxy)benzene

HRID 2181295Notes

Reaction equation

HRID 2181295 reaction equation
[CH2:1]([O:3][C:4]1[C:9]([O:10][CH3:11])=[CH:8][C:7]([B:12]([OH:14])[OH:13])=[CH:6][C:5]=1[O:15][CH3:16])[CH3:2].[CH2:17]([O:19][C:20]1[C:25]([O:26][CH3:27])=[CH:24][C:23]([I:28])=[CH:22][C:21]=1[O:29][CH3:30])[CH3:18]>>[CH3:17][O:19][CH2:2][CH2:1][O:3][C:4]1[C:9]([O:10][CH3:11])=[CH:8][C:7]([B:12]([OH:13])[OH:14])=[CH:6][C:5]=1[O:15][CH3:16].[I:28][C:23]1[CH:22]=[C:21]([O:29][CH3:30])[C:20]([O:19][CH2:17][CH2:18][O:3][CH3:1])=[C:25]([O:26][CH3:27])[CH:24]=1

Participants

4

Reactant 2

HCID 22485535(4-Ethoxy-3,5-dimethoxyphenyl)boronic acidHCID 224855594-Ethoxy-1-iodo-3,5-dimethoxybenzene

Product 2

HCID 224855611-Iodo-3,5-dimethoxy-4-(2-methoxyethoxy)benzeneHCID 224856154-(2-Methoxyethoxy)-3,5-dimethoxyphenylboronic acid

Procedure

Applying the synthetic procedure of 4-ethoxy-3,5-dimethoxyphenylboronic acid from 4-ethoxy-1-iodo-3,5-dimethoxybenzene in Reference Example 3, the title compound was obtained as a colorless amorphous powder (276.0 mg, yield: 54%) from 1-iodo-3,5-dimethoxy-4-(2-methoxyethoxy)benzene (673.0 mg, 2.00 mmol).

Sources & evidence

ORD record
ord-80da6ada744249bca2e34e0ce48ea4b2
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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