Triethylamine → 3-Methanesulfonyl-pyridine

HRID 902007노트

반응식

HRID 902007 반응식
Br[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.C([Mg]Cl)(C)C.C(N(CC)CC)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>C1COCC1.O>[CH3:20][S:21]([C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1)(=[O:23])=[O:22]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 122863-BromopyridineHCID 31297Methanesulfonyl chlorideHCID 178418918HCID 178418918, 화합물

생성물 1

HCID 4168063-Methanesulfonyl-pyridine

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 3-bromopyridine (20 g, 127 mmol) in THF (200 ml) at room temperature is added a solution of 2M isopropylmagnesium chloride in THF (64 ml, 127 mmol). The resulting mixture is stirred for 2 hours, treated with triethylamine (20 ml), immediately followed by methanesulfonylchloride (10 ml, 127 mmol) and the resulting mixture stirred for 18 hours at room temperature. The mixture is diluted with water (200 ml) and extracted with EtOAc (3×100 ml). The mixture is concentrated in vacuo and purified on Silica gel (eluting with 50/50 Hexane/EtOAc). 1H-NMR (CDCl3) δ: 9.17 (s, 1H), 8.90 (d, 1H), 8.25 (dd, 1H), 7.55 (m, 1H), 3.12 (s, 3H).

후처리

  1. stirringthe resulting mixture stirred for 18 hours at room temperature
  2. extractionextracted with EtOAc (3×100 ml)
  3. concentrationThe mixture is concentrated in vacuo
  4. custompurified on Silica gel (eluting with 50/50 Hexane/EtOAc)

출처 및 근거

ORD 기록
ord-61df36c7a60b44f5a29b7362d13e19de
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365066B2

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