Hydrochloric Acid → HCID 89581499, compound

HRID 1501194Notes

Reaction equation

HRID 1501194 reaction equation
[O:1]([CH2:8][CH:9]([C:11]1[CH:20]=[CH:19][C:14]([C:15]([O:17]C)=[O:16])=[CH:13][CH:12]=1)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Li+].Cl>O1CCCC1.O.C(OCC)(=O)C>[O:1]([CH2:8][CH:9]([C:11]1[CH:12]=[CH:13][C:14]([C:15]([OH:17])=[O:16])=[CH:19][CH:20]=1)[CH3:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 89581351HCID 89581351, compound

Product 1

HCID 89581499HCID 89581499, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A suspension solution of methyl 4-(1-phenoxypropan-2-yl)benzoate (0.1 g, 0.4 mmol) and lithium hydroxide (48 mg, 2 mmol) in tetrahydrofuran (20 mL) and water (10 mL) was stirred at room temperature for 2 hours. The mixture solution was diluting with ethyl acetate (50 mL), and acidified with hydrochloric acid to PH<4. The organic layer was separated, dried over sodium sulfate, and concentrated to dry. The residue 4-(1-phenoxypropan-2-yl)benzoic acid (60 mg, 65%) was used directly for the next step without purification.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated
  4. customto dry
  5. customThe residue 4-(1-phenoxypropan-2-yl)benzoic acid (60 mg, 65%) was used directly for the next step without purification

Sources & evidence

ORD record
ord-e2bfa78ad80f4d6fa325fef1f72a197c
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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