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Methyl vinyl ketone → HCID 19065568, 화합물

HRID 482147
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HRID 482147 반응식
[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=2)[CH:10]=[O:11])=[CH:4][CH:3]=1.[CH:17]([C:19]([CH3:21])=[O:20])=[CH2:18].C(N(CC)CC)C>C(O)C>[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:8]=[C:9]([C:10](=[O:11])[CH2:18][CH2:17][C:19](=[O:20])[CH3:21])[CH:12]=[CH:13][CH:14]=2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6570Methyl vinyl ketoneHCID 8471TriethylamineHCID 3085320Benzaldehyde, 3-(4-fluorophenoxy)-

생성물 1

HCID 19065568HCID 19065568, 화합물수율 66.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred solution of 3-(4-fluorophenoxy)benzaldehyde (26.8 g; 0.124M) in ethanol (60 ml) was added methyl vinyl ketone (8.32 ml; 0.1M), 3-benzyl-5-(2-hydroxyethyl)-4-methylthizolium chloride (5.93 g; 0.022M), and triethylamine (27.88 ml; 0.2M) at room temperature. After stirring for 6 hrs, volatiles were removed. To the residue was added water (200 ml), and the whole was extracted with ethyl acetate (150 ml×2). The combined organic layers were washed with water (100 ml), brine (100 ml), dried over MgSO4, and concentrated in vacuo. The residual oil was purified by flash column (SiO2) eluting with ethyl acetate-n-hexane (1:5) to give 19.03 g (yield 66.5%) of the subtitle compound [C] as a pale yellow oil.

후처리

  1. customvolatiles were removed
  2. additionTo the residue was added water (200 ml)
  3. extractionthe whole was extracted with ethyl acetate (150 ml×2)
  4. washThe combined organic layers were washed with water (100 ml), brine (100 ml)
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe residual oil was purified by flash column (SiO2)
  8. washeluting with ethyl acetate-n-hexane (1:5)

출처 및 근거

ORD 기록
ord-25abd76cb43c4d528b9ae36e31a3727c
출처 데이터셋
uspto-grants-1998_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05792882

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