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Carbon Dioxide → psi-Pelletierine

HRID 327355
Notes
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Reaction equation

HRID 327355 reaction equation
[CH2:1]([CH2:5][CH:6]=[O:7])[CH2:2][CH:3]=O.[CH3:8][NH2:9].Cl.[CH2:11]([C:18](O)=O)[C:12](CC(O)=O)=O.OP([O-])([O-])=O.[Na+].[Na+].[OH-].[Na+].C(=O)=O>O>[CH3:8][N:9]1[CH:1]2[CH2:2][CH2:3][CH2:18][CH:11]1[CH2:12][C:6](=[O:7])[CH2:5]2
ParticipantsProcedureSources & evidenceReaction notes

Participants

8

Reactant 6

HCID 280Carbon DioxideHCID 3485GlutaraldehydeHCID 14798Sodium HydroxideHCID 24203Sodium Phosphate, DibasicHCID 68328Acetonedicarboxylic acidHCID 6364545Methylamine hydrochloride

Product 1

HCID 11096
psi-Pelletierine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent4×

Procedure

A 5-liter 3-necked flask was charged with 140 grams of 50% aqueous glutaric dialdehyde (Aldrich, 0.7 moles), 630 ml of water and 70.7 grams of CH3NH2.HCl (1.036 moles) which was first dissolved in 700 ml of water, 116.6 grams of acetonedicarboxylic acid (0.8 moles) which had been dissolved in 1162 ml of water, and a solution of 123.2 sodium phosphate dibasic and 10.22 grams of NaOH dissolved in 280 ml of water. The heterogeneous orange solution was stirred at room temperature for 24 hours during which time the evolution of CO2 (g) was noted.

Sources & evidence

ORD record
ord-f3b71019fdc74000bf0b9e63f0c756c0
Source dataset
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05273736

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes