Sulfuric Acid → 2-(2-Fluorobenzyl)-3-thiophenecarboxaldehyde

HRID 256912노트

반응식

HRID 256912 반응식
S(=O)(=O)(O)O.C[O:7][CH:8](OC)[C:9]1[CH:13]=[CH:12][S:11][C:10]=1[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[F:21]>ClCCl>[F:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[CH2:14][C:10]1[S:11][CH:12]=[CH:13][C:9]=1[CH:8]=[O:7]

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 15728745HCID 15728745, 화합물

생성물 1

HCID 157287462-(2-Fluorobenzyl)-3-thiophenecarboxaldehyde수율 23.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To silica gel (100 g), 15% aqueous sulfuric acid (15.4 g), and dichloromethane (400 ml) was added 2-(2-fluorobenzyl)-3-thiophenecarboxaldehyde dimethylacetal and dichloromethane (25 ml). The mixture was stirred for 2.5 hrs. The reaction mixture was filtered. The filter cake was washed with ethyl acetate and dichloromethane. The filtrate was concentrated and the residue was purified by flash column chromatography (silica gel, 0.5-10% ethyl acetate/hexanes) to afford 24.0 g (23.5%) of 2-(2-fluorobenzyl)-3-thiophenecarboxaldehyde.

후처리

  1. filtrationThe reaction mixture was filtered
  2. washThe filter cake was washed with ethyl acetate and dichloromethane
  3. concentrationThe filtrate was concentrated
  4. customthe residue was purified by flash column chromatography (silica gel, 0.5-10% ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-74c9cbe69f214dfba5e32cd6dc78da3e
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05260319

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