Hydrochloric Acid → 1285515-85-6

HRID 1623619Notes

Reaction equation

HRID 1623619 reaction equation
O[Li].O.[CH3:4][CH:5]([C:7]1[CH:8]=[CH:9][C:10]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[C:11]([CH:22]=1)[C:12]([O:14]CC1C=CC=CC=1)=[O:13])[CH3:6].C1COCC1.Cl>C(OCC)(=O)C.O>[CH3:6][CH:5]([C:7]1[CH:8]=[CH:9][C:10]([O:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[C:11]([CH:22]=1)[C:12]([OH:14])=[O:13])[CH3:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 67107653HCID 67107653, compound

Product 1

HCID 666722601285515-85-6

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

LiOH.H2O (0.70 g, 16.65 mmol) was added to a stirred solution of phenylmethyl 5-(1-methylethyl)-2-[(phenylmethyl)oxy]benzoate (may be prepared as described in Description 2; 1.5 g, 4.16 mmol) in a 3:1 mixture of THF:H2O (40 ml). The mixture was heated to reflux for 12 h and then diluted with ethyl acetate (50 ml). 10% aqueous HCl was added to the mixture to adjust the pH to 2. The organic phase was isolated, washed with brine, dried over MgSO4, and concentrated to give a yellow oil. 700 mg.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 12 h
  3. customThe organic phase was isolated
  4. washwashed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customto give a yellow oil

Sources & evidence

ORD record
ord-362cb0a9de244c9ca7d9b3e542cb7ea6
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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