Hydrochloric Acid → HCID 67660046, compound

HRID 1456577Notes

Reaction equation

HRID 1456577 reaction equation
[OH:1][C@H:2]1[CH2:6][N:5]([CH3:7])[C@H:4]([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=2[CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:3]1.[ClH:27]>C(OCC)(=O)C>[ClH:27].[OH:1][C@H:2]1[CH2:6][N:5]([CH3:7])[C@H:4]([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=2[CH2:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53730013HCID 53730013, compound

Product 1

HCID 67660046HCID 67660046, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

144 mg of (2R,4R)-4-hydroxy-2-{2-[4-methoxy-2-(2-phenylethyl)phenoxy]ethyl}-1-methylpyrrolidine [prepared as described in step (b) above] were dissolved in 5 ml of ethyl acetate, and then 0.10 ml of a 4N solution of hydrogen chloride in ethyl acetate was added to the resulting solution. The solvent was then removed by evaporation under reduced pressure. The resulting oily substance was dissolved in 1 ml of methylene chloride, and diethyl ether was added to the solution until it became turbid. The turbid mixture was then allowed to stand at room temperature for about 10 minutes. The crystals which precipitated were collected by filtration, and dried in vacuo, to give 137 mg (yield 86%) of the title compound as colorless crystals, melting at 63°-65° C.

Workup

  1. customThe solvent was then removed by evaporation under reduced pressure
  2. dissolutionThe resulting oily substance was dissolved in 1 ml of methylene chloride
  3. additiondiethyl ether was added to the solution until it
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-e4080eeeb92e4d2e8fa2c2fdda0b6b2f
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

Loading…