Hydrochloric Acid → Hydrochloric Acid

HRID 4527Notes

Reaction equation

HRID 4527 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH2:11][CH2:12][CH2:13][N:14](CC2C=CC=CC=2)[CH2:15][CH:16]([OH:30])[CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][O:28][CH3:29])=[CH:21][CH:20]=2)[CH:7]=[CH:8][C:9]=1[OH:10])(=[O:3])[NH2:2].[ClH:38]>CO>[C:1]([C:4]1[CH:5]=[C:6]([CH2:11][CH2:12][CH2:13][NH:14][CH2:15][CH:16]([OH:30])[CH2:17][O:18][C:19]2[CH:20]=[CH:21][C:22]([O:25][CH2:26][CH2:27][O:28][CH3:29])=[CH:23][CH:24]=2)[CH:7]=[CH:8][C:9]=1[OH:10])(=[O:3])[NH2:2].[ClH:38]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 542609611-[N-[3-(3-carbamoyl-4-hydroxyphenyl)propyl]benzylamino]-3-[4-(2-methoxyethoxy)-phenoxy]propan-2-ol

Product 2

HCID 313Hydrochloric AcidHCID 13754364HCID 13754364, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 16 g of crude 1-[N-[3-(3-carbamoyl-4-hydroxyphenyl)propyl]benzylamino]-3-[4-(2-methoxyethoxy)phenoxy]propan-2-ol is hydrogenated analogously to Example 1. The hydrogenating solution is neutralised with a solution of hydrochloric acid gas in methanol, concentrated by evaporation and crystallised from acetone. In this manner 1-[3-(3-carbamoyl-4-hydroxyphenyl)propylamino]-3-[4-(2-methoxyethoxy)phenoxy]propan-2-ol is obtained as a hydrochloride having a melting point of 194°-200°.

Workup

  1. concentrationconcentrated by evaporation
  2. customcrystallised from acetone

Sources & evidence

ORD record
ord-e1fe952fc9394d3395d3744c308e4732
Source dataset
uspto-grants-1988_02
Patent number
US04727067

Reaction notes

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