Hydrochloric Acid → 5-Hydroxy-2-hydroxymethylpyridine

HRID 1964790ノート

反応式

HRID 1964790 の反応式
S([O:11][C:12]1[CH:13]=[N:14][C:15]([CH2:18][O:19]C(=O)C)=[CH:16][CH:17]=1)(C1C=CC(C)=CC=1)(=O)=O.[OH-].[Na+].Cl>O.C(OCC)(=O)C>[OH:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][OH:19])=[N:14][CH:13]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 138159593-Tosyloxy-6-acetoxymethylpyridine

生成物 1

HCID 4194905-Hydroxy-2-hydroxymethylpyridine収率 81%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 3-tosyloxy-6-acetoxymethylpyridine (50 g, 0.148 mol) and NaOH (25 g, 0.62 mol) in 150 mL of water was refluxed for 15 h. The reaction mixture was cooled to RT and neutralized with con. HCl. The solvent was evaporated under vacuum affording a solid residue, which was suspended in ethyl acetate (750 mL) and heated to 60° C. for 30 min. with stirring. The suspended material was filtered off and the filtrate was concentrated to give 5-hydroxy-2-hydroxymethylpyridine (15 g, 80%) as a pale yellow solid. It was used in next step without further purification.

後処理

  1. temperaturewas refluxed for 15 h
  2. customThe solvent was evaporated under vacuum
  3. customaffording a solid residue, which
  4. temperatureheated to 60° C. for 30 min.
  5. filtrationThe suspended material was filtered off
  6. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-87be0def26a442b9ab28cb4830b24b7d
出典データセット
uspto-grants-2013_04
特許番号
US08415480B2

反応ノート

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