Hydrochloric Acid → Thiophene-2,5-dicarboxylic acid di-1,3-benzodioxol-5-ylmethyl ester

HRID 583753

反応式

HRID 583753 の反応式
[C:1](=[O:4])([O-:3])[O-].[Cs+].[Cs+].[S:7]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=[C:8]1[C:15]([OH:17])=[O:16].[CH2:18]1[O:28][C:27]2[CH:26]=[CH:25][C:22]([CH2:23]Cl)=[CH:21][C:20]=2[O:19]1.ClCCl.Cl>CN(C)C=O.O>[O:3]1[C:27]2[CH:26]=[CH:25][C:22]([CH:23]([O:16][C:15]([C:8]3[S:7][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=3)=[O:17])[C:22]3[CH:25]=[CH:26][C:27]4[O:28][CH2:18][O:19][C:20]=4[CH:21]=3)=[CH:21][C:20]=2[O:4][CH2:1]1

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 10796Cesium carbonateHCID 202732,5-Thiophenedicarboxylic acidHCID 887131,3-Benzodioxole, 5-(chloromethyl)-

生成物 1

HCID 69693184Thiophene-2,5-dicarboxylic acid di-1,3-benzodioxol-5-ylmethyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Cesium carbonate (4.7 g, 14.4 mmol) was added to a stirred solution of 2,5-thiophenedicarboxylic acid in dimethylformamide (35 mL) under an inert atmosphere at room temperature. After 5 minutes, a solution of 3,4-methylenedioxybenzyl chloride in dichloromethane (3.7 mL, 14.3 mmol) was added. After 24 hours the mixture was stirred into water (150 mL) and acidified with dilute aqueous HCl. After several hours, the precipitate was filtered off, rinsed with water, and dried to afford 0.6 g of thiophene-2,5-dicarboxylic acid di-1,3-benzodioxol-5-ylmethyl ester. Recrystallization of a sample from ethanol gave product with a mp 141-148° C.

後処理

  1. waitAfter several hours
  2. filtrationthe precipitate was filtered off
  3. washrinsed with water
  4. customdried

出典と根拠

ORDレコード
ord-e262d475e39c4c9497b1e3db39202161
出典データセット
uspto-grants-2005_08
特許番号
US06924276B2

関連ノート

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