m-Chloroperbenzoic acid → 5-Bromo-2-methylpyridin-1-ium-1-olate

HRID 61001

反応式

HRID 61001 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:8])=[N:6][CH:7]=1.ClC1C=CC=C(C(OO)=[O:17])C=1.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:8])=[N+:6]([O-:17])[CH:7]=1

参加物

5

反応物 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 12010205-Bromo-2-methylpyridine

生成物 1

HCID 8171645-Bromo-2-methylpyridin-1-ium-1-olate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A solution of 5-bromo-2-methylpyridine (10 g, 58.13 mmol) and meta-chloroperbenzoic acid (mCPBA, 30 g, 174.39 mmol) in CHCl3 (160 mL) was heated at 60° C. for 16 h. The mixture was cooled to rt and neutralized with satd. NaHCO3. The resulting mixture was extracted with DCM. The organic layers were combined and washed with brine and dried (MgSO4). The solvent was removed in vacuo. The crude was purified by silica gel chromatography (EtOAc/hexanes) to obtain the title compound.

後処理

  1. extractionThe resulting mixture was extracted with DCM
  2. washwashed with brine
  3. dry with materialdried (MgSO4)
  4. customThe solvent was removed in vacuo
  5. customThe crude was purified by silica gel chromatography (EtOAc/hexanes)

出典と根拠

ORDレコード
ord-dac80aaa1eac40c39c5b1e78352c0f96
出典データセット
uspto-grants-2016_09
特許番号
US09440982B2

関連ノート

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