Methyl morpholine oxide → 5-Hydroxy-2-methoxypyridine

HRID 56749

반응식

HRID 56749 반응식
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1.C[N+]1([O-])CC[O:16]CC1>ClCCl>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([OH:16])=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 82029Methyl morpholine oxide2회HCID 2734368(6-Methoxypyridin-3-yl)boronic acid

생성물 1

HCID 116223355-Hydroxy-2-methoxypyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
50 °C

실험 절차

At RT, 50 g (327 mmol) of 6-methoxypyridin-3-ylboronic acid were added to a solution of 46.0 g (392 mmol) of N-methylmorpholine N-oxide in 500 ml of dichloromethane, and the mixture was stirred at 50° C. for 14 h. Additional N-methylmorpholine N-oxide was added until the reaction had gone to completion. The reaction mixture was concentrated under reduced pressure and the crude product was purified by flash chromatography (silica gel 60, cyclohexane/ethyl acetate mixtures). Yield: 32.9 g (80% of theory)

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe crude product was purified by flash chromatography (silica gel 60, cyclohexane/ethyl acetate mixtures)

출처 및 근거

ORD 기록
ord-873065e9d4b141dcac24f012c4cf7220
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434690B2

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