HCID 15130934, compound → 1-Benzoxepin, 2,3,4,5-tetrahydro-2,2-dimethyl-

HRID 1722644Notes

Reaction equation

HRID 1722644 reaction equation
O[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][C:11]([CH3:14])([OH:13])[CH3:12]>C(Cl)(Cl)Cl.C(Cl)Cl>[CH3:12][C:11]1([CH3:14])[CH2:10][CH2:9][CH2:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[O:13]1

Participants

4

Reactant 1

HCID 15130934HCID 15130934, compound

Product 1

HCID 109429931-Benzoxepin, 2,3,4,5-tetrahydro-2,2-dimethyl-

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 100 mg (0.52 mmol) 5-(o-hydroxyphenyl)-2-methyl-2-pentanol in 2 ml chloroform is added 25 mg (25 wt %) of p-tosic acid in one portion. The resulting solution is then heated at 80° C. for 2 hours. The reaction mixture is then diluted with methylene chloride and washed with a sat. solution of sodium bicarbonate. The organic layer is dried (MgSO4), filtered and concentrated to obtain 2,2-dimethyl-2,3,4,5-tetrahydro-1-benzoxepin which is used directly in the next step.

Workup

  1. washwashed with a sat. solution of sodium bicarbonate
  2. dry with materialThe organic layer is dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ab843d0fb5d04b009f1c7a9283041d6c
Source dataset
uspto-grants-1989_08
Patent number
US04857517

Reaction notes

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