Methyl formate → HCID 19421393, compound

HRID 1445307Notes

Reaction equation

HRID 1445307 reaction equation
[H-].[Na+].[CH2:3]1[O:11][C:10]2[CH:9]=[CH:8][C:7]([CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:6][C:5]=2[O:4]1.[CH:18](OC)=[O:19]>C1COCC1>[CH:18]([CH:13]([CH2:12][C:7]1[CH:8]=[CH:9][C:10]2[O:11][CH2:3][O:4][C:5]=2[CH:6]=1)[C:14]([O:16][CH3:17])=[O:15])=[O:19]

Participants

5

Reactant 3

HCID 7865Methyl formate2×HCID 24758Sodium hydride2×HCID 10081775methyl 3-(3,4-methylenedioxyphenyl)-propionate

Product 1

HCID 19421393HCID 19421393, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
40 °C

Procedure

First, 1.38 g of 60% NaH was suspended in 12 ml of THF. Then, 2.4 g of methyl 3-(3,4-methylenedioxyphenyl)-propionate was dissolved in 12 ml of THF and added dropwise to the suspension solution prepared above at room temperature. After the suspension solution was raised in temperature to 40° C. and stirred for 15 minutes, 3.46 g of methyl formate was added dropwise for 1 hour. Further, 0.7 g of 60% NaH and 0.9 g of methyl formate were divided into four parts and each part was added separately. Afterwards, the solution mixture was stirred at 40° C. for 3 hours.

Workup

  1. additionadded dropwise to the suspension solution
  2. customprepared above at room temperature
  3. additioneach part was added separately
  4. stirringAfterwards, the solution mixture was stirred at 40° C. for 3 hours

Sources & evidence

ORD record
ord-a5b8560042814038b38be096c63eb2db
Source dataset
uspto-grants-2010_02
Patent number
US07666659B2

Reaction notes

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