Hydrochloric Acid → HCID 22324981, compound

HRID 496419Notes

Reaction equation

HRID 496419 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[CH:16]=3)[C:11](=O)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[C-]#N.[Na+].[OH2:24].Cl>CS(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2([OH:24])[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[CH:16]=3)[CH2:11][CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8929Sodium CyanideHCID 22324763HCID 22324763, compound

Product 1

HCID 22324981HCID 22324981, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
180 °C

Procedure

4-(3-Chlorophenyl)-6-methoxy-1-tetralone (0.85 g, 3 mmol) is dissolved in DMSO (10 mL). Crushed NaCN (0.73 g, 15 mmol) is added, and the reaction is heated at 180° C. overnight. The reaction is then poured into water (70 mL) and acidified to pH 2 using concentrated HCl. The resulting brown solid (0.8 g, 100% yield) is filtered and dried in a vacuum oven at 50° C. for 2 hours.

Sources & evidence

ORD record
ord-b81976dce2524eda9771ee28cf275f71
Source dataset
uspto-grants-2005_09
Patent number
US06943183B2

Reaction notes

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