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Ethanethiol → HCID 20528832, 화합물

HRID 67205
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HRID 67205 반응식
C(S)C.C[O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH:14]([CH2:19][C:20]([OH:22])=[O:21])[CH2:15][C:16]([OH:18])=[O:17])=[CH:8][CH:7]=1>CN(C)C=O>[OH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH:14]([CH2:15][C:16]([OH:18])=[O:17])[CH2:19][C:20]([OH:22])=[O:21])=[CH:8][CH:7]=1
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참가 물질

4

반응물 2

HCID 6343EthanethiolHCID 20528830HCID 20528830, 화합물

생성물 1

HCID 20528832HCID 20528832, 화합물수율 88%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a suspension of 57% sodium hydride-paraffin (2.2 g) in dry dimethylformamide (70 ml) in an atmosphere of nitrogen is slowly added ethanethiol (4.0 ml). The mixture is stirred at room temperature until a clear solution results. To this solution is added a solution of 3-[2-(4-methoxyphenyl)ethyl]glutaric acid (1.2 g) in dry dimethylformamide (10 ml) and the mixture is heated with stirring in a bath at 165° C. for 6.0 hours. The mixture is then evaporated to dryness in vacuo and the resulting residue is dissolved in water (50 ml), extracted with ether (two 50 ml portions) and the ether extract is discarded. The aqueous solution is acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The ethyl acetate solution is washed with brine, dried with anhydrous magnesium sulfate, and evaporated to a residue. Crystallization of this from chloroform-hexane affords 1.0 g of the title compound, melting point 142°-144° C.

후처리

  1. customresults
  2. temperaturethe mixture is heated
  3. stirringwith stirring in a bath at 165° C. for 6.0 hours
  4. customThe mixture is then evaporated to dryness in vacuo
  5. dissolutionthe resulting residue is dissolved in water (50 ml)
  6. extractionextracted with ether (two 50 ml portions)
  7. extractionthe ether extract
  8. extractionextracted with ethyl acetate
  9. washThe ethyl acetate solution is washed with brine
  10. dry with materialdried with anhydrous magnesium sulfate
  11. customevaporated to a residue
  12. customCrystallization of this from chloroform-hexane

출처 및 근거

ORD 기록
ord-30e6fd5ebf134c2daef4ab693d435e4f
출처 데이터셋
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04345096

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