3,4-dihydro-2H-pyran → HCID 20271534, compound

HRID 485154Notes

Reaction equation

HRID 485154 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:13])[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][CH3:12].[O:14]1[CH:19]=[CH:18][CH2:17][CH2:16][CH2:15]1>Cl.CCOCC>[O:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]1[O:13][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH2:10][CH2:11][CH3:12])=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

5

Reactant 2

HCID 80803,4-dihydro-2H-pyranHCID 580726HCID 580726, compound

Product 1

HCID 20271534HCID 20271534, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 3283Diethyl EtherSolvent

Procedure

3-Methoxy-4-n-propoxyphenol (19.62 g, 0.108 M) was added in portions to a stirred mixture of dihydropyran (15.7 ml) and concentrated hydrochloric acid (3 drops) under nitrogen such that the temperature did not rise above 50° C. The solution was then stirred at room temperature (3 hr). The reaction mixture was diluted with ether and washed with water, 2 N sodium hydroxide solution, water, dried (sodium sulphate) and evaporated to give 3-methoxy-4-n-propoxyphenol tetrahydropyranyl ether.

Workup

  1. customdid not rise above 50° C
  2. washwashed with water, 2 N sodium hydroxide solution, water
  3. dry with materialdried (sodium sulphate)
  4. customevaporated

Sources & evidence

ORD record
ord-d8a7b5dcfbc848d19723613dd5b81ce1
Source dataset
uspto-grants-1985_08
Patent number
US04535183

Reaction notes

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