HCID 20353242, compound → HCID 20353225, compound

HRID 372105Notes

Reaction equation

HRID 372105 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[CH:22]3[CH2:23][C:9]4([CH2:13][N:12]([CH2:14][CH:15]5[CH2:19][CH2:18][CH2:17][CH2:16]5)[CH2:11][CH:10]4[C:20]4[CH:27]=[C:26]([N+:28]([O-])=O)[CH:25]=[CH:24][C:21]=43)[C:8]=2[CH:31]=1)([O-])=O>O1CCCC1.[Pt]=O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[CH:22]3[CH2:23][C:9]4([CH2:13][N:12]([CH2:14][CH:15]5[CH2:16][CH2:17][CH2:18][CH2:19]5)[CH2:11][CH:10]4[C:20]4[CH:27]=[C:26]([NH2:28])[CH:25]=[CH:24][C:21]=43)[C:8]=2[CH:31]=1

Participants

4

Reactant 1

HCID 20353242HCID 20353242, compound

Product 1

HCID 20353225HCID 20353225, compoundYield 123.7%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5.0 g of 5,11-dinitro-2-cyclopentylmethyl-2,3,8,12b-tetrahydro-1H-3a,8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c]pyrrole in tetrahydrofuran was hydrogenated at 50 lbs. pressure and room temperature with 0.2 g of platinum oxide catalyst to give 5.3 g of 5,11 -diamino-2-cyclopentylmethyl-2,3,8,12b-tetrahydro-1H-3a,8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c]pyrrole as an oil; nmr spectrum: δ 1.0-4.0 (m, 19); 3.4 (s, 4); 6.2-6.7 (m, 4); 6.8-7.0 (m, 2).

Sources & evidence

ORD record
ord-05dd8fab20fa4d6eb4e249c0f9c892ad
Source dataset
uspto-grants-1978_05
Patent number
US04088772

Reaction notes

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