Hydrochloric Acid → HCID 69544363, compound

HRID 1368943Notes

Reaction equation

HRID 1368943 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH:11]([C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)[C:12]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>CO>[CH2:1]([O:8][CH2:9][CH2:10][C:11]([C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)=[C:12]([C:20]1[CH:21]=[CH:22][C:23]([O:26][CH2:27][CH2:28][N:29]([CH3:30])[CH3:31])=[CH:24][CH:25]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22504545HCID 22504545, compound

Product 1

HCID 69544363HCID 69544363, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Benzyloxy-2-(4-chlorophenyl)-1-[4-(2-dimethylaminoethoxy)phenyl]-1-phenylbutan-1-ol (10.7 g) is dissolved in methanol (70 ml) and concentrated hydrochloric acid is added to make the solution acidic. The mixture is stirred for 4.5 h at room temperature and then at 50° C. for 1 h. The solvent is evaporated and the product is purified by flash chromatography (eluent toluene:triethylamine 24:1). The yield is 5.6 g as a mixture of E- and Z-isomers (1:2).

Workup

  1. waitat 50° C. for 1 h
  2. customThe solvent is evaporated
  3. customthe product is purified by flash chromatography (eluent toluene:triethylamine 24:1)
  4. additionThe yield is 5.6 g as a mixture of E- and Z-isomers (1:2)

Sources & evidence

ORD record
ord-923c51a0ddbd4e19938283a6720c3bf7
Source dataset
uspto-grants-2003_06
Patent number
US06576645B1

Reaction notes

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