Hydrochloric Acid → HCID 22624502, compound

HRID 279083Notes

Reaction equation

HRID 279083 reaction equation
[OH:1][C:2]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[O:34][CH2:35][CH2:36][CH:37](O)[CH2:38][CH2:39][CH3:40])[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C:10]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:11]([N:13]([CH3:15])[CH3:14])=[O:12])[CH2:4][CH2:3]1.[ClH:42].[O:43]1CCOCC1>CCOCC>[ClH:42].[OH:1][C:2]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[O:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][OH:43])[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][C:10]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:11]([N:13]([CH3:14])[CH3:15])=[O:12])[CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 22624500HCID 22624500, compound

Product 1

HCID 22624502HCID 22624502, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In 50 mL of anhydrous ether was dissolved 500 mg (0.9 mmol) of 4-(4-hydroxy-4-(2-(3-hydroxyhexyloxy)phenyl)piperidino)-N,N-dimethyl-2,2-diphenylbutaneamide (Compound No. 35). To the resulting solution was added 0.4 mL of a 4N solution of hydrochloric acid and dioxane under ice cooling and stirring. The white precipitate thus formed was collected by filtration, washed with ether and dried, whereby 460 mg (yield: 86.3%) of 4-(4-hydroxy-4-(2-(6-hydroxyhexyloxy)phenyl)piperidino)-N,N-dimethyl-2,2-diphenylbutaneamide hydrochloride (Compound No. 37) was obtained.

Workup

  1. customThe white precipitate thus formed
  2. filtrationwas collected by filtration
  3. washwashed with ether
  4. customdried

Sources & evidence

ORD record
ord-5ef39d2bcbe54e4084877949537256a8
Source dataset
uspto-grants-2002_03
Patent number
US06362203B1

Reaction notes

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