Hydrochloric Acid → 1-{2-[4-(3-Chlorophenyl)butyl]phenoxy}-3-dimethylamino-2-propanol hydrochloride

HRID 743224Notes

Reaction equation

HRID 743224 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:25]=[CH:24][CH:23]=[CH:22][C:13]=2[O:14][CH2:15][CH:16]([OH:21])[CH2:17][N:18]([CH3:20])[CH3:19])[CH:5]=[CH:6][CH:7]=1.Cl>>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:25]=[CH:24][CH:23]=[CH:22][C:13]=2[O:14][CH2:15][CH:16]([OH:21])[CH2:17][N:18]([CH3:19])[CH3:20])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 107633821-{2-[4-(3-Chlorophenyl)butyl]phenoxy}-3-dimethylamino-2-propanol

Product 1

HCID 574976121-{2-[4-(3-Chlorophenyl)butyl]phenoxy}-3-dimethylamino-2-propanol hydrochlorideYield 136.5%

Procedure

Following a procedure similar to that described in Example 17(c), 760 mg of 1-{2-[4-(3-chlorophenyl)butyl]phenoxy}-3-dimethylamino-2-propanol [prepared as described in step (b) above] were converted to the hydrochloride by passing it through a column packed with CM Sephadex C-25 (H+ type), and recrystallizing it from ethyl acetate, to give 571 mg (yield 68%) of the title compound as colorless crystals, melting at 83°-85° C.

Workup

  1. custom(H+ type), and recrystallizing it from ethyl acetate

Sources & evidence

ORD record
ord-c257a5ebf36b488b83baa29582fe5bc8
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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