Hydrochloric Acid → HCID 67465433, compound

HRID 2171186Notes

Reaction equation

HRID 2171186 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:7]([O:24]COC)=[C:8]([C:14]3[CH:22]=[CH:21][CH:20]=[C:19]4[C:15]=3[CH2:16][CH2:17][C:18]4=[O:23])[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:22]=[CH:21][CH:20]=[C:19]4[C:15]=3[CH2:16][CH2:17][C:18]4=[O:23])[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67468331HCID 67468331, compound

Product 1

HCID 67465433HCID 67465433, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirring solution of 4-(3-(cyclopropylmethoxy)-4-methoxy-2-(methoxymethoxy)phenyl)-2,3-dihydro-1H-inden-1-one (1.5 g, 4.076 mmol) in methanol (25 mL) was added concentrated hydrochloride (5 mL) and the reaction mixture was stirred at RT for 2 h. The reaction mixture was concentrated under reduced pressure the obtained residue was basified with sodium bicarbonate solution and 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, 75.7%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure the obtained residue
  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-d69d30840e6341aab6e0687c543c711e
Source dataset
uspto-grants-2015_06
Patent number
US09051290B2

Reaction notes

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