Dimethylformamide → Ethyl 4-benzyloxy-2-iodo-5-methoxybenzoate

HRID 2381235Notes

Reaction equation

HRID 2381235 reaction equation
[CH2:1]([O:8][C:9]1[C:17]([O:18][CH3:19])=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[C:11]([I:20])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.I[CH2:22][CH3:23].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH2:1]([O:8][C:9]1[C:17]([O:18][CH3:19])=[CH:16][C:12]([C:13]([O:15][CH2:22][CH3:23])=[O:14])=[C:11]([I:20])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 583455814-Benzyloxy-2-iodo-5-methoxybenzoic acid

Product 1

HCID 67109995Ethyl 4-benzyloxy-2-iodo-5-methoxybenzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-benzyloxy-2-iodo-5-methoxybenzoic acid (reference example 5-1) (2 g), 2-iodoethane (0.5 mL), potassium carbonate (1.08 g) and N,N-dimethylformamide (17 mL) was stirred at room temperature for 2 hours. Water was added to the mixture. Insoluble materials were collected by filtration to give the title compound (2.07 g).

Workup

  1. filtrationInsoluble materials were collected by filtration

Sources & evidence

ORD record
ord-a4061ac4f1aa4b3d8f637ae34080fcc4
Source dataset
uspto-grants-2012_09
Patent number
US08258162B2

Reaction notes

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