Hydrofluoric Acid → HCID 20303314, compound

HRID 1448640Notes

Reaction equation

[C:1]([N:4]1[CH:9]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]2[CH2:17][CH:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:5]1[CH:6]=[CH:7]2)(=[O:3])[CH3:2].F>>[C:1]([N:4]1[CH:9]2[CH:8]3[CH:7]([CH2:6][CH:5]1[CH:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:17]3)[C:16]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:10]2)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 14917Hydrofluoric Acid

HCID 20303318HCID 20303318, compound

Product 1

HCID 20303314HCID 20303314, compound

Procedure

Cyclization of ethyl 2-acetyl-3-benzyl-2-azabicyclo[2.2.2]oct-5-ene-7-carboxylate, described in Example 1BQ, in the presence of hydrofluoric acid at 0°-15° C. using a procedure similar to that described in Example 2A affords ethyl 1-acetyl-1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinoline-3-carboxylate.

Sources & evidence

ORD record: ord-465081901f6a4c8dbb5ddd34a34cf678
Source dataset: uspto-grants-1979_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04180667

Reaction notes

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