2,2-Diethoxyethylamine → N-(cyclohexylmethyl)-2,2-diethoxyethanamine

HRID 2361979Notes

Reaction equation

[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5][NH2:6])[CH3:2].Br[CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>>[CH:12]1([CH2:11][NH:6][CH2:5][CH:4]([O:7][CH2:8][CH3:9])[O:3][CH2:1][CH3:2])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

Reactant 2

HCID 695242,2-Diethoxyethylamine

HCID 137636Cyclohexane, (bromomethyl)-

Product 1

HCID 60052150N-(cyclohexylmethyl)-2,2-diethoxyethanamineYield 30%

Procedure

According to the procedure described in the synthesis method of Compound IX-5 with the modification that the reaction was carried out overnight, 2,2-diethoxyethanamine (5.82 ml, 40 mmol) was reacted with bromomethylcyclohexane (2.77 ml, 20 mmol) and the obtained residue was purified by Büch silica gel column chromatography (eluent: chloroform:methanol=100:0 to 98:2) to obtain the title compound (1.36 g, 30%).

Workup

customdescribed in the synthesis method of Compound IX-5 with the modification that the reaction
customthe obtained residue was purified by Büch silica gel column chromatography (eluent: chloroform:methanol=100:0 to 98:2)

Sources & evidence

ORD record: ord-7d0a2f38f779469d81d5797e4edd807c
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08691819B2

Reaction notes

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