Hydrochloric Acid → HCID 15130934, compound

HRID 1722643Notes

Reaction equation

HRID 1722643 reaction equation
[O:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH:5]=[CH:4][CH2:3]C1=O.[CH3:13][Mg]Br.Cl.CC[O:19][CH2:20][CH3:21]>O>[OH:1][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[CH2:5][CH2:4][CH2:3][C:20]([CH3:21])([OH:19])[CH3:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 19595604HCID 19595604, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 15130934HCID 15130934, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 5 g (31 mmol) of 1-benzoxepin-2-one in 50 ml of ether is added dropwise a solution of 62 mmol (2 eq) of methyl magnesium bromide in ether at 0° C. After addition is completed the reaction mixture is stirred 1 hour at 0° C. and acidified slowly at 0° C. with 1N HCl (20 ml). The reaction mixture is then diluted with water and extracted with ether. The combined organic extracts are dried (MgSO4), filtered and concentrated to obtain 5-(o-hydroxyphenyl)-2-methyl-2-pentanol as a colorless oil which is used directly in the next step.

Workup

  1. additionAfter addition
  2. extractionextracted with ether
  3. dry with materialThe combined organic extracts are dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-6d2f2a3ae02e4e78990b19eb897c6299
Source dataset
uspto-grants-1989_08
Patent number
US04857517

Reaction notes

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