3,4-dihydro-2H-pyran → 2H-Pyran, tetrahydro-2-[4-(trifluoromethyl)phenoxy]-

HRID 38255

Reaction equation

HRID 38255 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[O:12]1[CH:17]=[CH:16][CH2:15][CH2:14][CH2:13]1>ClCCl.Cl>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:4]=[CH:5][C:6]([O:9][CH:13]2[CH2:14][CH2:15][CH2:16][CH2:17][O:12]2)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 80803,4-dihydro-2H-pyranHCID 678744-(Trifluoromethyl)phenol

Product 1

HCID 113570152H-Pyran, tetrahydro-2-[4-(trifluoromethyl)phenoxy]-Yield 133.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolvent2×

Procedure

A solution of 4-(Trifluoromethyl)-phenol (40 g) in dichloromethane (100 ml) was added at 0° C. dropwise to a solution of dihydropyran (53 g) in dichloromethane (100 ml) and aqueous HCl (200 μl) The reaction was allowed to reach room temperature, then quenched with saturated sodium bicarbonate (×1). The organic layer was separated and dried (MgSO4), concentrated in vacuo to give the sub-title compound (81 g)

Workup

  1. customto reach room temperature
  2. customquenched with saturated sodium bicarbonate (×1)
  3. customThe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-974d465cc163410786a446a46acbbc0e
Source dataset
uspto-grants-2013_09
Patent number
US08524715B2

Linked notes

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