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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76818Generated: October 29, 2026

Dimethylformamide dimethyl acetal → HCID 178483368, compound

https://huagongshe.com/reaction/76818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 178427980HCID 178427980—
SolventDimethylformamideHCID 6228—
ProductHCID 178483368HCID 178483368—

Reaction Steps

2-(tert-Butoxycarbonylamino-methyl)-8,10,10-trimethyl-10H-pyrido[1,2-a]indolylium perchlorate (34 g, 0.077 mol; Sigma-Aldrich) was placed in 1-L round-bottom, one-necked flask equipped with magnetic stir bar and a reflux condenser. 75 mL of dimethylformamide and 38.5 mL of 1,1-Dimethoxy-N,N-dimethylmethanamine (38.5 mL, 0.290 mol; Aldrich) were added to the flask followed by 1,8-Diazabicyclo[5.4.0]undec-7-ene (0.1 g, 0.0006 mol; Aldrich). The flask was immersed in oil bath with temperature set to 100° C. Stirring was started and continued for 30 min. The flask was cooled to room temperature, the solvent was evaporated in vacuum and the residue was recrystallized from methanol. The yield was 29 g (green crystals, 71% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835632B2
Source datasetuspto-grants-2014_09
ORD IDord-4b34c048141745f19091f47e5088fd7f
Source noteuspto-grants-2014_09