1,3-Dioxepin, 4,7-dihydro- → HCID 20392512, compound

HRID 1863250Notes

Reaction equation

HRID 1863250 reaction equation
[CH2:1]([C:8]1O[C:10]([O:14]CC)=[C:11]([CH3:13])[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:17]1[CH2:23][CH:22]=[CH:21][CH2:20][O:19][CH2:18]1>>[CH2:1]([C:8]1[C:22]2[CH2:23][O:17][CH2:18][O:19][CH2:20][C:21]=2[C:10]([OH:14])=[C:11]([CH3:13])[N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 794461,3-Dioxepin, 4,7-dihydro-HCID 20392505HCID 20392505, compound

Product 1

HCID 20392512HCID 20392512, compound

Conditions

Temperature
180 °C

Procedure

A mixture of 8.4 g (40 millimoles) of 2-benzyl-4-methyl-5-ethoxyoxazole and 20 g (200 millimoles) of 4,7-dihydro-1,3-dioxepine is heated for 4 hours at 180° C. in an autoclave. Unconverted 4,7-dihydro-1,3-dioxepine is distilled off under reduced pressure. The residue is taken up in methylene chloride and extracted with 10% strength sodium hydroxide solution. On neutralizing the alkaline solution, 5.2 g of 6-benzyl-8-methyl-1,5-dihydro-[1,3]dioxepino[5,6-c]pyridin-9-ol precipitate and these are extracted with methylene chloride.

Workup

  1. distillationUnconverted 4,7-dihydro-1,3-dioxepine is distilled off under reduced pressure
  2. extractionextracted with 10% strength sodium hydroxide solution
  3. extractionthese are extracted with methylene chloride

Sources & evidence

ORD record
ord-e341a1afdccd47618d54e91ebe97ffb9
Source dataset
uspto-grants-1979_09
Patent number
US04168379

Reaction notes

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