Methane → 1,2,3,4-Tetrahydro-1-(3-carboxypropyl)-2-methyl-beta-carboline hydrochloride

HRID 903601Notes

Reaction equation

HRID 903601 reaction equation
[ClH:1].C([O:4][C:5]([CH:7](C(OCC)=O)[CH2:8][CH2:9][CH:10]1[C:22]2[NH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[CH2:13][CH2:12][N:11]1[CH3:23])=[O:6])C.C>>[ClH:1].[C:5]([CH2:7][CH2:8][CH2:9][CH:10]1[C:22]2[NH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[CH2:13][CH2:12][N:11]1[CH3:23])([OH:6])=[O:4]

Participants

4

Reactant 3

HCID 297MethaneHCID 313Hydrochloric AcidHCID 233364811,2,3,4-Tetrahydro-1-[3,3-bis(ethoxycarbonyl)-propyl]-2-methyl-beta-carboline

Product 1

HCID 233364571,2,3,4-Tetrahydro-1-(3-carboxypropyl)-2-methyl-beta-carboline hydrochlorideYield 79.8%

Conditions

Temperature
80 °C

Procedure

25 ml of 5% hydrochloric acid were added to 1.08 g of 1,2,3,4-tetrahydro-1-[3,3-bis(ethoxycarbonyl)-propyl]-2-methyl-β-carboline, and the mixture was stirred at 80° C. for 5 hours. After the reaction was completed, the mixture was treated with activated charcoal powder and then condensed under reduced pressure. 930 mg of 1,2,3,4-tetrahydro-1-(3-carboxypropyl)-2-methyl-β-carboline hydrochloride were thereby obtained. Yield: 79.8%

Workup

  1. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-4ab9576b60004be88b9a0218d5532cfa
Source dataset
uspto-grants-1980_10
Patent number
US04228168

Reaction notes

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