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

HRID 851195ノート

反応式

HRID 851195 の反応式
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

参加物

5

反応物 4

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

生成物 1

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

反応条件

温度
5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4f3f6a0967c5498992cec6b0d1d23097
出典データセット
uspto-grants-1983_05
特許番号
US04382939

反応ノート

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