HCID 22597852, compound → Formaldehyde

HRID 1760233Notes

Reaction equation

HRID 1760233 reaction equation
[N+:1](C1C2C(=CC=CC=2)CCN1)([O-:3])=[O:2].[F:14][C:15]([F:32])([F:31])[C:16]([N:18]1[CH2:27][CH2:26][CH:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH2:24]2)C1[N+]([O-])=O)=[O:17]>>[N+:1]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=1[CH2:26][CH2:27][NH:18][C:16](=[O:17])[C:15]([F:14])([F:31])[F:32])([O-:3])=[O:2].[CH2:16]=[O:17]

Participants

4

Reactant 2

HCID 22597852HCID 22597852, compoundHCID 86583644HCID 86583644, compound

Product 2

HCID 712FormaldehydeHCID 54524713HCID 54524713, compound

Procedure

The nitro-tetrahydroisoquinoline of formula (IV) may be prepared by hydrolysis of 2-trifluoroacetyl-nitro-tetrahydroisoquinoline obtained by reaction of an N-(nitrophenyl)ethyl-trifluoroacetamide and paraformaldehyde in acidic conditions using the procedure of Stokker, Tet. Lett., 1996, 37, 5453. N-(nitrophenyl)ethyl-trifluoroacetamides can be prepared from readily available materials by reaction of trifluoracetic anhydride with lutidine and nitrophenethylamine hydrochloride, as illustrated in the Descriptions below.

Sources & evidence

ORD record
ord-a8cefa8e19e84e5ab16ede155a0e3229
Source dataset
uspto-grants-2005_01
Patent number
US06841560B2

Reaction notes

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