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4-Methyl-1-trityl-1H-imidazole → HCID 19858075, 화합물

HRID 2073384
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HRID 2073384 반응식
Br[CH2:2][C:3]1[CH:15]=[C:14]2[C:6]([CH:7]=[CH:8][C:9]3[O:10][C:11](=[O:18])[C:12]([CH3:17])([CH3:16])[C:13]=32)=[CH:5][CH:4]=1.[CH3:19][C:20]1[N:21]=[CH:22][N:23](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:24]=1>C(#N)C>[CH3:16][C:12]1([CH3:17])[C:11](=[O:18])[O:10][C:9]2[CH:8]=[CH:7][C:6]3[C:14]([C:13]1=2)=[CH:15][C:3]([CH2:2][N:21]1[C:20]([CH3:19])=[CH:24][N:23]=[CH:22]1)=[CH:4][CH:5]=3
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6182544-Methyl-1-trityl-1H-imidazoleHCID 19858042HCID 19858042, 화합물

생성물 1

HCID 19858075HCID 19858075, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 8-bromomethyl-1,1-dimethyl-2(1H)-naphtho[2,1-b]furanone (0.46 g), 4-methyl-1-tritylimidazole (0.49 g) and acetonitrile (2 ml) was heated under reflux for 18 h, then evaporated to dryness. The residue was treated with glacial acetic acid (4 ml) and water (1 ml), and the mixture was heated at 90° for 0.5 h. The mixture was diluted with water (20 ml) and washed with diethyl ether. The aqueous phase was separated, basified with potassium hydrogen carbonate and extracted twice with ethyl acetate. The extracts were combined, dried and evaporated to dryness, and the residue was purified by flash chromatography, eluting with methanol:ethyl acetate, 1:99 v/v, to give 1,1-dimethyl-8-(5-methylimidazol-1-ylmethyl)-2(1H)-naphtho[2,1-b]furanone, m.p. 88°-91°.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 18 h
  3. customevaporated to dryness
  4. additionThe residue was treated with glacial acetic acid (4 ml) and water (1 ml)
  5. temperaturethe mixture was heated at 90° for 0.5 h
  6. additionThe mixture was diluted with water (20 ml)
  7. washwashed with diethyl ether
  8. customThe aqueous phase was separated
  9. extractionextracted twice with ethyl acetate
  10. customdried
  11. customevaporated to dryness
  12. customthe residue was purified by flash chromatography
  13. washeluting with methanol

출처 및 근거

ORD 기록
ord-83f47eed0ffb4e6c9496abbb12638d08
출처 데이터셋
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04916148

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