Hydrochloric Acid → 4-(2-{2-[2-(3-Hydroxyphenyl)ethyl]phenoxy}ethyl]piperidine hydrochloride

HRID 743278Notes

Reaction equation

HRID 743278 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][CH:12]([CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([O:32]COC)[CH:27]=2)[CH2:11][CH2:10]1)=O)(C)(C)C>O1CCOCC1>[ClH:1].[OH:32][C:28]1[CH:27]=[C:26]([CH2:25][CH2:24][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[O:17][CH2:16][CH2:15][CH:12]2[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]2)[CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 194238641-t-Butoxycarbonyl-4-(2-{2-[2-(3-methoxymethoxyphenyl)ethyl]phenoxy}ethyl)piperidine

Product 1

HCID 194240474-(2-{2-[2-(3-Hydroxyphenyl)ethyl]phenoxy}ethyl]piperidine hydrochlorideYield 95%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

8 ml of a 4N solution of hydrogen chloride in dioxane were added to a solution of 890 mg of 1-t-butoxycarbonyl-4-(2-{2-[2-(3-methoxymethoxyphenyl)ethyl]phenoxy}ethyl)piperidine [prepared as described in step (a) above] in 8 ml of dioxane, and the resulting mixture was allowed to stand at room temperature. The crystals which precipitated were collected by filtration, washed with ethyl acetate and dried in vacuo, to give 651 mg (yield 95%) of the title compound as colorless needles, melting at 156°-158° C.

Workup

  1. customto stand at room temperature
  2. customThe crystals which precipitated
  3. filtrationwere collected by filtration
  4. washwashed with ethyl acetate
  5. customdried in vacuo

Sources & evidence

ORD record
ord-d5001b59a39548328afa8f598151ac15
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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