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

HRID 1195311노트

반응식

HRID 1195311 반응식
[CH3:1][C:2]1[C:3]([CH:11](O)[CH2:12][CH3:13])=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1.[SH:15][CH2:16][C:17]([OH:19])=[O:18]>C1C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:1][C:2]1[C:3]([CH:11]([S:15][CH2:16][C:17]([OH:19])=[O:18])[CH2:12][CH3:13])=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1

참가 물질

5

반응물 2

HCID 1133Thioglycolic AcidHCID 145148971-(6-Methylbenzo[d][1,3]dioxol-5-yl)propan-1-ol

생성물 1

HCID 14514911[{1-(6-Methyl-1,3-benzodioxol-5-yl)propyl}thio]acetic acid수율 90.2%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 241Benzene용매

실험 절차

2.27 g of 1-(6-methyl-1,3-benzodioxol-5-yl)-1propanol, 0.1 g of p-toluenesulfonic acid and 1.52 g of mercaptoacetic acid were dissolved in 80 ml of benzene to obtain a solution. This solution was heated under reflux for 12 hours, while removing generated water. The reaction mixture was poured into water. The aqueous layer was basified and washed with ether. The aqueous layer was acidified and extracted with chloroform. The organic layer was washed with water, dried over magnesium sulfate and concentrated in a vacuum to obtain a pale yellow solid. This solid was purified by silica gel column chromatography (ethyl acetate/hexane=2:8) to obtain 2.83 g of the title compound as a white crystal.

후처리

  1. customto obtain a solution
  2. temperatureThis solution was heated
  3. temperatureunder reflux for 12 hours
  4. customwhile removing
  5. additionThe reaction mixture was poured into water
  6. washwashed with ether
  7. extractionextracted with chloroform
  8. washThe organic layer was washed with water
  9. dry with materialdried over magnesium sulfate
  10. concentrationconcentrated in a vacuum
  11. customto obtain a pale yellow solid
  12. customThis solid was purified by silica gel column chromatography (ethyl acetate/hexane=2:8)

출처 및 근거

ORD 기록
ord-87e50954e5a94f288e5469e302e5378c
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05110956

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