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Tetrahydrofuran → Methanone, (2-nitrophenyl)phenyl-

HRID 965271
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HRID 965271 반응식
[Li][CH2:2][CH2:3][CH2:4][CH3:5].[N+:6]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11](Cl)=[O:12])([O-:8])=[O:7].[CH2:18]1COC[CH2:19]1>>[N+:6]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([C:2]1[CH:19]=[CH:18][CH:5]=[CH:4][CH:3]=1)=[O:12])([O-:8])=[O:7]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 118752-Nitrobenzoyl chlorideHCID 178418339Butyllithium

생성물 1

HCID 137514Methanone, (2-nitrophenyl)phenyl-

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온도
-78 °C

실험 절차

1-Scheme 1 (1.0 g, 1.0 mmol) was suspended in THF (10 mL) and cooled to -78° C. Added n-BuLi (1.6M in Hexanes, 1.6 mmol) and allowed to react for 2 h. The mixture was warmed to -65° C.; 2-nitrobenzoyl chloride (1 mL, 7 mmol) was added, and the mixture was allowed to warm to room temperature overnight. Filtration followed by washing with methanol (3×25 mL), water (2×25 mL, methylene chloride (2×25 mL and finally with methanol (50 mL) gave the resin which was dried at 60° C. in vacuo. Recovered (1.0 g). IR 1740, 1520 cm-1.

후처리

  1. customto react for 2 h
  2. temperatureThe mixture was warmed to -65° C.
  3. temperatureto warm to room temperature overnight
  4. filtrationFiltration
  5. washby washing with methanol (3×25 mL), water (2×25 mL, methylene chloride (2×25 mL
  6. customfinally with methanol (50 mL) gave the resin which
  7. customwas dried at 60° C. in vacuo
  8. customRecovered (1.0 g)

출처 및 근거

ORD 기록
ord-fa9a1c86c13640e3b1deabbfff0a37e3
출처 데이터셋
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05773512

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