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Thioglycolic Acid → [{(6-Methyl-1,3-benzodioxol-5-yl)methyl}thio]acetic acid

HRID 486899
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HRID 486899 반응식
Cl[CH2:2][C:3]1[C:11]([CH3:12])=[CH:10][C:6]2[O:7][CH2:8][O:9][C:5]=2[CH:4]=1.[SH:13][CH2:14][C:15]([OH:17])=[O:16].[OH-].[Na+].C(Cl)(Cl)Cl>C(O)C>[CH3:12][C:11]1[C:3]([CH2:2][S:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1133Thioglycolic AcidHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 105594165-(Chloromethyl)-6-methylbenzo[d][1,3]dioxole

생성물 1

HCID 14514915[{(6-Methyl-1,3-benzodioxol-5-yl)methyl}thio]acetic acid수율 20.5%

시약·촉매·용매 1

HCID 702Ethanol
용매

실험 절차

A suspension of 6.0 g of 5-chloromethyl-6-methyl-1,3-benzodioxole, 6.0 g of mercaptoacetic acid and 6.5 g of sodium hydroxide in 130 ml of 50% hydrous ethanol was heated under reflux for 1 h. The reaction mixture was concentrated. Water was added thereto and the mixture was washed with ethyl acetate. The aqueous layer was acidified with 1Nhydrochloric acid. After extraction with chloroform, the extract was dried over magnesium sulfate. The solvent was distilled off and the product was isolated according to silica gel column chromatography (chloroform). The crystals thus obtained were recrystallized from diisopropyl ether to obtain 1.6 g of the intended compound in the form of white crystals.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 1 h
  3. concentrationThe reaction mixture was concentrated
  4. additionWater was added
  5. washthe mixture was washed with ethyl acetate
  6. extractionAfter extraction with chloroform
  7. dry with materialthe extract was dried over magnesium sulfate
  8. distillationThe solvent was distilled off
  9. customthe product was isolated
  10. customThe crystals thus obtained
  11. customwere recrystallized from diisopropyl ether

출처 및 근거

ORD 기록
ord-2cdbc011d78d4871827a72c28ac197c6
출처 데이터셋
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05292901

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