Hydrochloric Acid → 5-Hydroxy-2-hydroxymethylpyridine

HRID 1964790노트

반응식

HRID 1964790 반응식
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

참가 물질

6

반응물 3

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

생성물 1

HCID 4194905-Hydroxy-2-hydroxymethylpyridine수율 81%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-87be0def26a442b9ab28cb4830b24b7d
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415480B2

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