Tetrahydrofuran → HCID 57912422, compound

HRID 418870Notes

Reaction equation

HRID 418870 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:16][C:15]3[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=3[O:13][CH:12]=2)=[CH:7][CH:6]=1)(=O)C.C1COCC1.C([O-])([O-])=O.[K+].[K+]>CO>[O:16]1[C:11]([C:8]2[CH:7]=[CH:6][C:5]([OH:4])=[CH:10][CH:9]=2)=[CH:12][O:13][C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]1=2

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 11430Potassium CarbonateHCID 57912410HCID 57912410, compound

Product 1

HCID 57912422HCID 57912422, compoundYield 77.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-(benzo[b][1,4]dioxin-2-yl)phenyl acetate (270 mg, 1.0 mmol) in MeOH:THF (5 mL: 3 mL) and K2CO3 (167 mg, 1.2 mmol) was stirred for 30 min at rt. The solvent was removed under reduced pressure and water was added. The solution was neutralized by dilute HCl and the solid was isolated by filtration, washed well with water and dried to give 175 mg of 4-(benzo[b][1,4]dioxin-2-yl)phenol (77%). MS (ES) m/z: 225.97 (M), 224.93 (M−1); Mp. 137-140° C.

Workup

  1. customThe solvent was removed under reduced pressure and water
  2. additionwas added
  3. customthe solid was isolated by filtration
  4. washwashed well with water
  5. customdried

Sources & evidence

ORD record
ord-3b096b12d41b46a097f66f621040daa8
Source dataset
uspto-grants-2012_01
Patent number
US08093273B2

Reaction notes

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