Chloroacetone → 3-(2-oxopropyl)-1,2,3,4-tetrahydro-5H-chromeno[3,4-c]pyridin-5-one

HRID 851207Notes

Reaction equation

HRID 851207 reaction equation
[CH2:1]1[CH2:6][NH:5][CH2:4][C:3]2[C:7](=[O:15])[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:2]1=2.C(N(CC)CC)C.Cl[CH2:24][C:25](=[O:27])[CH3:26]>>[O:27]=[C:25]([CH3:26])[CH2:24][N:5]1[CH2:6][CH2:1][C:2]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[O:8][C:7](=[O:15])[C:3]=2[CH2:4]1

Participants

4

Reactant 3

HCID 6571ChloroacetoneHCID 8471TriethylamineHCID 131369221,2,3,4-Tetrahydro-5H-[1]benzopyrano[3,4-c]pyridin-5-one

Product 1

HCID 131369403-(2-oxopropyl)-1,2,3,4-tetrahydro-5H-chromeno[3,4-c]pyridin-5-one

Procedure

Prepared by the method described for example 26 from 1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-c]pyridin-5-one (5.14 g, 0.025 moles), triethylamine (3.8 g, 0.027 moles), and 1-chloro-2-propanone (2.5 g, 0.027 moles). Recrystallization from ethanol gave the produce (3.8 g) mp 128°-130° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from ethanol
  3. customgave the
  4. customproduce (3.8 g) mp 128°-130° C.

Sources & evidence

ORD record
ord-d25da32d865f4316b549ca5beb9113ec
Source dataset
uspto-grants-1983_05
Patent number
US04382939

Reaction notes

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