Decalin → HCID 13822877, compound

HRID 434605Notes

Reaction equation

HRID 434605 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH2:6]([C:8]1([CH2:28][CH2:29][C:30]([OH:32])=[O:31])[C:17]2[C:16]3[NH:18][C:19]4[C:24]([C:15]=3[CH2:14][CH:13](C(O)=O)[N+:12]=2[CH2:11][CH2:10][CH2:9]1)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH3:7].C1C2C(CCCC2)CCC1>>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH2:6]([C:8]1([CH2:28][CH2:29][C:30]([OH:32])=[O:31])[C:17]2[C:16]3[NH:18][C:19]4[C:24]([C:15]=3[CH2:14][CH2:13][N+:12]=2[CH2:11][CH2:10][CH2:9]1)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH3:7]

Participants

3

Reactant 2

HCID 7044DecalinHCID 13822873HCID 13822873, compound

Product 1

HCID 13822877HCID 13822877, compoundYield 97.2%

Procedure

1000 mg. (2.13 mmoles) of (+)-1α-ethyl-1β- carboxyethyl-6-carboxy-1,2,3,4,6,7-hexahydro-12H-indolo(2,3-a)-quinolizin-5-ium perchlorate in 15 ml. of decalin are heated at 160° to 170° C. for 25 minutes, with stirring. The substance melts accompanied by gas evolution. After cooling the reaction mixture is filtered, the solid obtained is washed decalin-free with three 5-ml. portions of ether and is dried. 880 mg. of the title compound are obtained. Yield: 97.2% [α]D25 =-19°.

Workup

  1. temperatureAfter cooling the reaction mixture
  2. filtrationis filtered
  3. customthe solid obtained
  4. washis washed decalin-free with three 5-ml
  5. dry with materialportions of ether and is dried

Sources & evidence

ORD record
ord-e99a89b33de040799c68d0da75ab09d9
Source dataset
uspto-grants-1983_08
Patent number
US04399069

Reaction notes

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