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Isobutylene → 7-Tert-butoxy-1-nitronaphthalene

HRID 2306234
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HRID 2306234 반응식
[CH3:1][C:2](=[CH2:4])[CH3:3].[N+:5]([C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:17]=1[CH:16]=[C:15]([OH:18])[CH:14]=[CH:13]2)([O-:7])=[O:6].FC(F)(F)S(O)(=O)=O.C(N(CC)CC)C>C(Cl)Cl>[C:2]([O:18][C:15]1[CH:16]=[C:17]2[C:12]([CH:11]=[CH:10][CH:9]=[C:8]2[N+:5]([O-:7])=[O:6])=[CH:13][CH:14]=1)([CH3:3])([CH3:1])[CH3:4]
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참가 물질

6

반응물 4

HCID 8255IsobutyleneHCID 8471TriethylamineHCID 62406Trifluoromethanesulfonic acidHCID 158773508-Nitro-2-naphthol

생성물 1

HCID 184336007-Tert-butoxy-1-nitronaphthalene

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-20 °C

실험 절차

Isobutylene (150 mL) was condensed into a stirred mixture of 8-nitro-2-naphthol, as described above in Step C, (4.35 g, 23.0 mmol) in CH2Cl2 (200 mL) at −78° C. Trifluoromethanesulfonic acid (0.203 mL, 2.30 mmol) was added and the mixture was allowed to slowly warm to −20° C. over about 4 hours. Triethylamine (2.56 mL, 18.4 mmol) was added and the mixture was allowed to warm to ambient temperature, then concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica, eluting with hexane—5% EtOAc to yield the titled product.

후처리

  1. customcondensed
  2. temperatureto warm to ambient temperature
  3. concentrationconcentrated under reduced pressure
  4. customThe crude product was purified by flash column chromatography on silica
  5. washeluting with hexane—5% EtOAc

출처 및 근거

ORD 기록
ord-b8447f05f73942669ca8524e16ba33c6
출처 데이터셋
uspto-grants-2002_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06441017B1

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