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

HRID 583753

반응식

HRID 583753 반응식
[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

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-e262d475e39c4c9497b1e3db39202161
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924276B2

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