Hydrochloric Acid → HCID 67465720, compound

HRID 2171196Notes

Reaction equation

HRID 2171196 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:7]([O:24]COC)=[C:8]([C:14]3[CH:15]=[C:16]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[O:18][CH2:17]4)[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])[CH2:3][CH2:2]1.Cl>CO>[CH:1]1([CH2:4][O:5][C:6]2[C:7]([OH:24])=[C:8]([C:14]3[CH:15]=[C:16]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[O:18][CH2:17]4)[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67463152HCID 67463152, compound

Product 1

HCID 67465720HCID 67465720, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirring solution of 5-(3-(cyclopropylmethoxy)-4-methoxy-2-(methoxymethoxy)phenyl)isobenzofuran-1(3H)-one (1.5 g, 4.05 mmol) in methanol (25 mL) was added concentrated hydrochloride (5 mL) and the reaction mixture was stirred for 2 h at RT. The reaction mixture was concentrated under reduced pressure and the obtained residue was basified with sodium bicarbonate solution and then extracted with dichloromethane (3×). The combined dichloromethane layers were washed with brine, dried over sodium sulphate and concentrated under reduced pressure to afford the title compound as a solid (1 g, 76%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. extractionextracted with dichloromethane (3×)
  3. washThe combined dichloromethane layers were washed with brine
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4466e8e46eff40cfa54b78b9c903eeb8
Source dataset
uspto-grants-2015_06
Patent number
US09051290B2

Reaction notes

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