HCID 20231523, compound → 1,10-Dicyclopentyldecane-1,10-diamine

HRID 2057439Notes

Reaction equation

NC(CCCCCCCCC(N)C(C)C)C(C)C.[CH:19]1([CH:24]2[CH2:35][CH:34]=[CH:33][CH2:32][CH2:31][CH:30]=[CH:29][CH2:28][CH:27]([CH:36]3[CH2:40][CH2:39][CH2:38][CH2:37]3)[N:26]=[N:25]2)[CH2:23][CH2:22][CH2:21][CH2:20]1>>[NH2:25][CH:24]([CH:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1)[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH:27]([NH2:26])[CH:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1

Participants

Reactant 2

HCID 20231523HCID 20231523, compound

HCID 5661265670741-91-2

Product 1

HCID 205590221,10-Dicyclopentyldecane-1,10-diamine

Procedure

The procedure described in (a) is repeated, starting from 200 g (0.666 mole) of crude 3,12-dicyclopentyl-1,2-diaza-1,5,9-cyclododecatriene (diastereoisomer mixture) and using correspondingly reduced amounts of catalyst and solvent, affording after purification by chromatography and distillation 39.2 g (19% of theory) of 1,10-diamino-1,10-dicyclopentyl-decane as a colourless oil [b.p. 174°-178° C./0.002 torr; nD20 =1,4885; IR spectrum (liquid) includes bands at 3355, 3278, 1613-1 ].

Workup

customaffording
customafter purification
distillationby chromatography and distillation 39.2 g (19% of theory) of 1,10-diamino-1,10-dicyclopentyl-decane as a colourless oil [b.p. 174°-178° C./0.002 torr

Sources & evidence

ORD record: ord-ee89f475b84047b199b4021660a149e1
Source dataset: uspto-grants-1980_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04210742

Reaction notes

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