Hydrazine hydrate (1:1) → 3-Tert-butyl-5,6,7,8-tetrahydro-5,8-ethanocinnoline

HRID 1888885Notes

Reaction equation

HRID 1888885 reaction equation
[CH:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3](=O)[C:2]2=O.COP([CH2:17][C:18](=O)[C:19]([CH3:22])([CH3:21])[CH3:20])(=O)OC.O.[NH2:25][NH2:26]>>[C:19]([C:18]1[N:25]=[N:26][C:2]2[CH:1]3[CH2:8][CH2:7][CH:4]([C:3]=2[CH:17]=1)[CH2:5][CH2:6]3)([CH3:22])([CH3:21])[CH3:20]

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 548936Bicyclo[2.2.2]octane-2,3-dioneHCID 14302170Dimethyl (3,3-dimethyl-2-oxobutyl)phosphonate

Product 1

HCID 461753273-Tert-butyl-5,6,7,8-tetrahydro-5,8-ethanocinnoline

Procedure

White solid MS (ESI): 217.1 (MH+). Prepared from bicyclo[2.2.2]octane-2,3-dione, (3,3-dimethyl-2-oxo-butyl)-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-8dd962ec4c6e4c2b950f2147ac15bdda
Source dataset
uspto-grants-2013_08
Patent number
US08501940B2

Reaction notes

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