Formaldehyde → 1-[(6-hydroxy-2,2-dimethyl-4-oxo-4H-1,3-dioxin-5-yl)methyl]pyridinium hydroxide

HRID 5134

반응식

HRID 5134 반응식
[CH3:1][C:2]1([CH3:10])[O:9][C:7](=[O:8])[CH2:6][C:4](=[O:5])[O:3]1.[CH2:11]=O.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[OH-:3].[OH:8][C:7]1[O:9][C:2]([CH3:10])([CH3:1])[O:3][C:4](=[O:5])[C:6]=1[CH2:11][N+:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

4

반응물 3

HCID 712FormaldehydeHCID 1049PyridineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

생성물 1

HCID 197978551-[(6-hydroxy-2,2-dimethyl-4-oxo-4H-1,3-dioxin-5-yl)methyl]pyridinium hydroxide수율 91.6%

실험 절차

Meldrum's acid (20 g, 0.139 mol) was dissolved in 50 ml of pyridine. The solution immediately turned yellow and was somewhat exothermic. After dissolution was complete, a 37% aqueous solution of formaldehyde (10.4 ml, 0.139 mol) was added in one portion. The reaction mixture was allowed to stir for one hour under argon. The solvent was removed in vacuo at 55° C. after which yellow crystals were isolated. These crystals were then stirred with 200 ml of hexanes for 30 minutes and filtered providing 32.24 g (0.127 mol, 91.6%) of the desired title product. Melting point: >350° C. NMR (ppm): 1.62 (s, 6H (CH3)); 5.58 (bs, 2H (CH2)); 7.71 (t, 2H (Ar-H)); 8.17 (t, 1H (Ar-H)); 9.0 (d, 2H (Ar-H)). MS: 235.23.

후처리

  1. dissolutionAfter dissolution
  2. customThe solvent was removed in vacuo at 55° C. after which yellow crystals
  3. customwere isolated
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-bff13585dd6045868860fbe58d6d87e2
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05243053

연결된 노트

불러오는 중…