Hydrochloric Acid → HCID 67958147, compound
Reaction equation
COC[O:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]([CH3:15])[CH2:8][CH2:9][O:10]2.Cl.O>CO>[CH3:15][CH:7]1[C:6]2[C:5]([OH:4])=[CH:14][CH:13]=[CH:12][C:11]=2[O:10][CH2:9][CH2:8]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
In a 50 mL round-bottomed flask 5-(methoxymethoxy)-4-methyl-chromane (Intermediate 210, 50.3 mg, 0.229 mmol) was dissolved in Methanol (4 mL) to give a pale yellow solution. A 2M aqueous solution of HCl (0.100 mL, 0.200 mmol) was added. The reaction mixture was stirred at 50° C. Sequential addition of 2M/H2O solution of HCl (0.100 mL, 0.200 mmol) were added until completion of reaction. The reaction mixture was quenched with 10 mL of water and diluted with 25 mL of DCM. Phases were separated through a phase separator cartridge. The organic layer was evaporated in vacuo affording the title compound (38.7 mg) as orange oil.
Workup
- customto give a pale yellow solution
- additionwere added until completion of reaction
- customThe reaction mixture was quenched with 10 mL of water
- additiondiluted with 25 mL of DCM
- customPhases were separated through a phase separator cartridge
- customThe organic layer was evaporated in vacuo
Sources & evidence
- ORD record
- ord-eb4cf674f3f5415f9a72c02d0a246488
- Source dataset
- uspto-grants-2016_05
- Patent number
- US09346790B2
Reaction notes
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