HCID 22597852, compound → Formaldehyde

HRID 1067283Notes

Reaction equation

HRID 1067283 reaction equation
[N+:1](C1C2C(=CC=CC=2)CCN1)([O-:3])=[O:2].[H][H].[F:16][C:17]([F:34])([F:33])[C:18]([N:20]1[CH2:29][CH2:28][CH:27]2[C:22](=[CH:23][C:24]([N+]([O-])=O)=[CH:25][CH2:26]2)C1)=[O:19]>>[N+:1]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=1[CH2:28][CH2:29][NH:20][C:18](=[O:19])[C:17]([F:16])([F:33])[F:34])([O-:3])=[O:2].[CH2:18]=[O:19]

Participants

5

Reactant 3

HCID 22597852HCID 22597852, compoundHCID 86757016HCID 86757016, compoundHCID 178418361HCID 178418361, compound

Product 2

HCID 712FormaldehydeHCID 54524713HCID 54524713, compound

Procedure

The nitro-tetrahydroisoquinoline of formula (IV) in which XA is hydrogen may be prepared by hydrolysis of 2-trifluoroacetyl-7-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-a4e02a2f17e548ddb94903fec918bbb2
Source dataset
uspto-grants-2001_06
Patent number
US06248754B1

Reaction notes

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