2,5-Dihydrofuran → HCID 20336511, compound

HRID 1863258Notes

Reaction equation

HRID 1863258 reaction equation
[CH2:1]([C:8]1O[C:10]([O:20]CC)=[C:11]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:23]1[CH2:27][CH:26]=[CH:25][CH2:24]1>>[CH2:1]([C:8]1[C:25]2[CH2:24][O:23][CH2:27][C:26]=2[C:10]([OH:20])=[C:11]([CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 155702,5-DihydrofuranHCID 20336515HCID 20336515, compound

Product 1

HCID 20336511HCID 20336511, compoundYield 37%

Procedure

44 g (150 millimoles) of 2,4-dibenzyl-5-ethoxyoxazole and 210 g (3 moles) of 2,5-dihydrofuran are heated for 8 hours at 180° C. Excess 2,5-dihydrofuran is distilled off and the residue is digested in ether. The undissolved constituent is recrystallized from ethanol. 17.6 g of 4,6-dibenzyl-1,3-dihydro-furo[3,4-c]pyridin-7-ol are obtained, melting point 204°-205° C.

Workup

  1. distillationExcess 2,5-dihydrofuran is distilled off
  2. customThe undissolved constituent is recrystallized from ethanol

Sources & evidence

ORD record
ord-60b5ecef53aa490cae0711d3f5059645
Source dataset
uspto-grants-1979_09
Patent number
US04168379

Reaction notes

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