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m-Chloroperbenzoic acid → 2-[2-[(6-Bromohexyl)oxy]ethyl]pyridine N-oxide

HRID 2108043
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HRID 2108043 반응식
ClC1C=CC=C(C(OO)=[O:9])C=1.[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1>ClCCl>[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N+:23]=1[O-:9]
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 151669352-(2-((6-Bromohexyl)oxy)ethyl)pyridine

생성물 1

HCID 538723032-[2-[(6-Bromohexyl)oxy]ethyl]pyridine N-oxide수율 92.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

m-Chloroperbenzoic acid (1.13 g) was added in one portion to a solution of 2-[2-[(6-bromohexyl)oxy]ethyl]pyridine (1.0 g) in dichloromethane (50 ml). The solution was stirred at room temperature overnight. The mixture was quenched with 10% w/v sodium sulphite solution (50 ml) and the organic layer washed with 8% sodium bicarbonate solution (50 ml). The organic layer was dried and evaporated to leave the title compound as a pale yellow oil (980 mg) used without further purification. A portion (100 mg) was purified by FCC eluting with System A (80:20:1) to give a pale yellow oil (20 mg), t.l.c. (System A 80:20:1) Rf 0.48.

후처리

  1. customThe mixture was quenched with 10% w/v sodium sulphite solution (50 ml)
  2. washthe organic layer washed with 8% sodium bicarbonate solution (50 ml)
  3. customThe organic layer was dried
  4. customevaporated

출처 및 근거

ORD 기록
ord-87008fe0ad7145a5b223439de1f892ae
출처 데이터셋
uspto-grants-1990_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04937251

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