Methyl Benzoate → HCID 178525802, compound

HRID 1044417Notes

Reaction equation

HRID 1044417 reaction equation
[Zn:1].[C:2]([O:10][CH2:11][I:12])(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(OC)(=O)C1C=CC=CC=1>C1COCC1>[I-:12].[C:2]([O:10][CH2:11][Zn+:1])(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 7150Methyl BenzoateHCID 23994ZincHCID 10015543Iodomethyl Benzoate

Product 1

HCID 178525802HCID 178525802, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
10 °C

Procedure

Title compound was prepared according to the procedure described in: Silhar, P.; Pohl, R.; Votruba, I.; Hocek, M. Org. Lett. 2004, 6, 3225. To a 10° C. solution of zinc (dust) (0.604 g, 9.24 mmol) in THF (1.7 mL) was added a solution of iodomethyl benzoate Part A (1.21 g, 4.62 mmol) in THF (2.1 mL) and the reaction was stirred at 10° C. 1.5 h. Reaction monitored by LCMS by observing the formation of hydrolyzed product (methyl benzoate). Material was used in the next step without purification as a 0.9 M THF solution.

Workup

  1. custom1.5 h
  2. customReaction
  3. customMaterial was used in the next step without purification as a 0.9 M THF solution

Sources & evidence

ORD record
ord-3c921e4ef0334b3da852c1c902543155
Source dataset
uspto-grants-2013_10
Patent number
US08563583B2

Reaction notes

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