Isopropanol → HCID 20250406, compound

HRID 1285200Notes

Reaction equation

HRID 1285200 reaction equation
[Cl:1]CCCCC=O.Cl[CH2:9][CH2:10][CH2:11][CH2:12][C:13]([Cl:15])=O.Cl.[NH2:17][CH2:18][CH2:19][C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[NH:22][CH:21]=1.C(O)(C)C>C1(C)C(C)=CC=CC=1>[ClH:1].[Cl:15][CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[C:21]2[NH:22][C:23]3[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:20]=2[CH2:19][CH2:18][NH:17]1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 67652Tryptamine hydrochlorideHCID 740895-Chlorovaleryl chlorideHCID 6430485-chloropentanal

Product 1

HCID 20250406HCID 20250406, compoundYield 62.8%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Procedure

435 parts of a 13.7% strength by weight solution of δ-chlorovaleraldehyde in xylene (prepared by catalytic hydrogenation of a solution of δ-chlorovaleryl chloride in xylene) were stirred with 96 parts of 3-(β-aminoethyl)-indole hydrochloride in 500 parts of isopropanol for 6 hours at 85° C., and the mixture was cooled and then filtered under suction to give 92 parts (62.8%) of 1-(δ-chlorobutyl)-1,2,3,4-tetrahydro-β-carboline hydrochloride. After recrystallization, the substance had a melting point of 245°-247° C.

Workup

  1. temperaturethe mixture was cooled
  2. filtrationfiltered under suction

Sources & evidence

ORD record
ord-d706adbed21440d6bad8c0d3ada20c2c
Source dataset
uspto-grants-1986_01
Patent number
US04565870

Reaction notes

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