M-Cresol → 8-Methyl-1,2,3,4-tetrahydro-chromeno[3,4-c]pyridin-5-one

HRID 851195노트

반응식

HRID 851195 반응식
S(=O)(=O)(O)O.[CH3:6][C:7]1[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=1.Cl.C[O:16][C:17]([CH:19]1[C:24](=O)[CH2:23][CH2:22][NH:21][CH2:20]1)=O.[OH-].[NH4+]>>[CH3:6][C:7]1[CH:12]=[CH:11][C:10]2[C:24]3[CH2:23][CH2:22][NH:21][CH2:20][C:19]=3[C:17](=[O:16])[O:13][C:9]=2[CH:8]=1

참가 물질

5

반응물 4

HCID 342M-CresolHCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 2724028Methyl 4-oxopiperidine-3-carboxylate hydrochloride

생성물 1

HCID 106087088-Methyl-1,2,3,4-tetrahydro-chromeno[3,4-c]pyridin-5-one수율 20.9%

반응 조건

온도
5 °C

실험 절차

An 80% sulfuric acid solution (80 ml) is stirred and cooled to 5° C. in an ice bath and 3-methylphenol (10.8 ml, 0.10 moles) is added, followed by methyl-4-oxo-3-piperidine carboxylate hydrochloride (20.0 g, 0.10 moles). The mixture is allowed to warm gradually to room temperature. After 48 hours the solution is poured into ice water (400 ml) and stirred until a crystalline precipitate forms. Concentrated ammonium hydroxide is added until the mixture is strongly basic. After one hour the precipitate is filtered off, rinsed with concentrated ammonium hydroxide, then water, and dried. Recrystallization from acetonitrile gave the product (4.5 g), mp 128°-130° C.

후처리

  1. temperatureto warm gradually to room temperature
  2. filtrationAfter one hour the precipitate is filtered off
  3. washrinsed with concentrated ammonium hydroxide
  4. dry with materialwater, and dried
  5. customRecrystallization from acetonitrile

출처 및 근거

ORD 기록
ord-4f3f6a0967c5498992cec6b0d1d23097
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04382939

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