Hydrochloric Acid → 5-Phenoxy-4-methoxymethyl-beta-carboline-3-carboxylic acid

HRID 2166370Notes

Reaction equation

HRID 2166370 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH2:19][O:20][CH3:21])=[C:15]([O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH:14]=[CH:13][CH:12]=3)=[O:5])C.Cl>[OH-].[Na+]>[O:22]([C:15]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:16]=1[C:17]1[C:18]([CH2:19][O:20][CH3:21])=[C:6]([C:4]([OH:5])=[O:3])[N:7]=[CH:8][C:9]=1[NH:10]2)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 138000715-Phenoxy-4-methoxymethyl-beta-carboline-3-carboxylic acid ethyl ester

Product 1

HCID 230394415-Phenoxy-4-methoxymethyl-beta-carboline-3-carboxylic acidYield 101%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

7.7 g of 5-phenoxy-4-methoxymethyl-beta-carboline-3-carboxylic acid ethyl ester is heated with 70 ml of 2N sodium hydroxide solution until a clear solution is produced (2 hours). Then, it is carefully acidified with 4N hydrochloric acid and afterwards stirred for 15 minutes at room temperature. After suctioning off and drying over P2O5 and KOH at 80° C., 7.2 g (100% of theory) of 5-phenoxy-4-methoxymethyl-beta-carboline-3-carboxylic acid is obtained.

Workup

  1. customis produced (2 hours)
  2. dry with materialdrying over P2O5 and KOH at 80° C.

Sources & evidence

ORD record
ord-37c53e232d794df88ceec34ff3c34c5a
Source dataset
uspto-grants-1990_07
Patent number
US04945090

Reaction notes

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