Hydrochloric Acid → 3-Methyl-5-(tributylstannyl)thiophene-2-carbaldehyde

HRID 9657

반응식

HRID 9657 반응식
[CH2:1]([Sn:5]([CH2:21][CH2:22][CH2:23][CH3:24])([CH2:17][CH2:18][CH2:19][CH3:20])[C:6]1[S:7][C:8]([CH:12]2OCC[O:13]2)=[C:9]([CH3:11])[CH:10]=1)[CH2:2][CH2:3][CH3:4].Cl>O1CCCC1>[CH3:11][C:9]1[CH:10]=[C:6]([Sn:5]([CH2:17][CH2:18][CH2:19][CH3:20])([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:1][CH2:2][CH2:3][CH3:4])[S:7][C:8]=1[CH:12]=[O:13]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 21986287Tributyl[5-(1,3-dioxolan-2-yl)4-methylthien-2-yl]stannane2회

생성물 1

HCID 219863013-Methyl-5-(tributylstannyl)thiophene-2-carbaldehyde

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of tributyl[5-(1,3-dioxolan-2-yl)4-methylthien-2-yl]stannane (intermediate 76, 2.92 g), 1M aqueous hydrochloric acid (3 ml) and tetrahydrofuran (10 ml) was stirred at reflux for 30 minutes. The reaction mixture was cooled, extracted thrice with diethylether. The organic solutions were combined, extracted with saturated sodium bicarbonate and dried with brine and over magnesium sulfate. The product isolated after evaporation of the solvent was further purified by flash column chromatography using cyclohexane:ethyl acetate (50:1) as eluent to give the title compound as a yellow oil.

후처리

  1. temperatureat reflux for 30 minutes
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted thrice with diethylether
  4. extractionextracted with saturated sodium bicarbonate
  5. dry with materialdried with brine and over magnesium sulfate
  6. customThe product isolated
  7. customafter evaporation of the solvent
  8. customwas further purified by flash column chromatography

출처 및 근거

ORD 기록
ord-c4e70ab5a3954c6f92ec92114990c273
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091237B2

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