Piperonyl alcohol → HCID 69693395, compound

HRID 583755Notes

Reaction equation

HRID 583755 reaction equation
C(N1[CH:12]=[CH:11]N=C1)(N1C=CN=C1)=O.[CH3:13][O:14][C:15]1[CH:19]=[C:18]([C:20]([OH:22])=[O:21])[S:17][C:16]=1[C:23]([OH:25])=[O:24].[CH2:26](O)[C:27]1[CH:35]=[CH:34][C:33]2[O:32][CH2:31][O:30][C:29]=2[CH:28]=1>>[O:32]1[C:33]2[CH:34]=[CH:35][C:27]([CH:26]([O:24][C:23]([C:16]3[S:17][C:18]([C:20]([OH:22])=[O:21])=[CH:19][C:15]=3[O:14][CH3:13])=[O:25])[C:12]3[CH:11]=[CH:28][C:29]4[O:30][CH2:31][O:32][C:33]=4[CH:34]=3)=[CH:28][C:29]=2[O:30][CH2:31]1

Participants

4

Reactant 3

HCID 10322Piperonyl alcoholHCID 682631,1'-CarbonyldiimidazoleHCID 22342518HCID 22342518, compound

Product 1

HCID 69693395HCID 69693395, compoundYield 87.6%

Procedure

The title compound was prepared according to the procedure of Example 2 using carbonyldiimidazole (0.8 g, 4.8 mmol), 3-methoxy-2,5-thiophene-dicarboxylic acid (0.4 g, 2.0 mmol), and piperonyl alcohol (0.62 g, 4.0 mmol). Acidification of the aqueous workup mixture with dilute hydrochloric acid prior to filtration afforded 0.8 g of 3-methoxy-thiophene-2,5-dicarboxylic acid di-1,3-benzodioxol-5-ylmethyl ester. Recrystallization of a sample from acetonitrile gave product with a mp 153-155° C.

Workup

  1. customThe title compound was prepared
  2. filtrationAcidification of the aqueous workup mixture with dilute hydrochloric acid prior to filtration

Sources & evidence

ORD record
ord-3c9c0856f16147aea36c16e8078f83c4
Source dataset
uspto-grants-2005_08
Patent number
US06924276B2

Reaction notes

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