Iodoethane → HCID 59218994, compound

HRID 2247427Notes

Reaction equation

HRID 2247427 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([C:17]2[CH:18]=[C:19]([C:24]([CH3:27])=[CH:25][CH:26]=2)[C:20]([O:22][CH3:23])=[O:21])[CH:13]=[CH:14][C:15]=1[OH:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].I[CH2:29][CH3:30].C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C.C(OCC)(=O)C>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([C:17]2[CH:18]=[C:19]([C:24]([CH3:27])=[CH:25][CH:26]=2)[C:20]([O:22][CH3:23])=[O:21])[CH:13]=[CH:14][C:15]=1[O:16][CH2:29][CH3:30])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 10796Cesium carbonateHCID 59218968HCID 59218968, compound

Product 1

HCID 59218994HCID 59218994, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

170 mg of Methyl 3-(3-{[(t-butoxycarbonyl)amino]-methyl}-4-hydroxyphenyl)-6-methylbenzoate was dissolved in 5 ml of acetonitrile, 0.5 ml of iodoethane and 500 mg of cesium carbonate were added successively thereto and the mixture was stirred overnight at 50° C. The reaction mixture was diluted with ethyl acetate and successively washed with water and brine, dried over magnesium sulfate, filtered, and the solvent was concentrated, to give 185 mg of the title compound.

Workup

  1. washsuccessively washed with water and brine
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationthe solvent was concentrated

Sources & evidence

ORD record
ord-c6f4b7d8bc4040bfb1a115ba68132ff7
Source dataset
uspto-grants-2010_03
Patent number
US07687664B2

Reaction notes

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