Nitric Acid → 6-Chloro-2-pyridylmethyl nitrate

HRID 579720

反応式

HRID 579720 の反応式
[N+:1]([O-:4])([OH:3])=[O:2].C(OC(=O)C)(=O)C.O[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[N:15]=1.C(=O)([O-])[O-].[K+].[K+]>>[O:2]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[N:15]=1)[N+:1]([O-:4])=[O:3]

参加物

5

反応物 4

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 182139(6-Chloropyridin-2-yl)methanol

生成物 1

HCID 1461996-Chloro-2-pyridylmethyl nitrate

実験手順

Fuming nitric acid (1.57 ml) was added dropwise to acetic anhydride (3.54 ml) with stirring at 0° to 5° C. 2-Hydroxymethyl-6-chloropyridine (3.59 g) was added thereto. The resulting mixture was stirred for 20 minutes at 0° C. to 5° C. The resulting mixture was alkalized weakly with an aqueous potassium carbonate solution, extracted with chloroform, washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue obtained was subjected to column chromatography on aluminum oxide (40 g) and eluted with toluene. The fractions containing the desired compound were concentrated under reduced pressure to give colorless viscous oil of 2-nitroxymethyl-6-chloropyridine (2.9 g).

後処理

  1. stirringThe resulting mixture was stirred for 20 minutes at 0° C. to 5° C
  2. extractionextracted with chloroform
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue obtained
  7. washeluted with toluene
  8. additionThe fractions containing the desired compound
  9. concentrationwere concentrated under reduced pressure

出典と根拠

ORDレコード
ord-f535e02077c44014b2bb4eb7229d20aa
出典データセット
uspto-grants-1988_06
特許番号
US04749574

関連ノート

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