N-Ethyl cyclohexylamine → 2-Amino-N-cyclohexyl-N-ethyl-5-methoxy-benzylamine

HRID 371880Notes

Reaction equation

HRID 371880 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH2:4]O.S(Cl)(Cl)=O.[CH2:16]([NH:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[CH3:17]>C(Cl)Cl>[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH2:4][N:18]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[CH2:16][CH3:17]

Participants

5

Reactant 3

HCID 21609N-Ethyl cyclohexylamineHCID 24386Thionyl ChlorideHCID 13756678(2-Amino-5-methoxyphenyl)methanol

Product 1

HCID 203191982-Amino-N-cyclohexyl-N-ethyl-5-methoxy-benzylamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Amino-N-cyclohexyl-N-ethyl-5-methoxy-benzylamine was prepared from 2-amino-5-methoxy-benzyl alcohol, thionyl chlorie and N-ethyl-cyclohexylamine analogous to Example 1. Proof of structure by IR- and UV-spectra. IR-spectrum (methylenechloride): 3250 cm-1NH2 ; 3400 cm-1NH2 ; 2830 cm-1OCH3 ; 2800 cm-1N-ethyl (shoulder); 2850 cm-1 aliphatic hydrocarbon; 2930 cm-1 aliphatic hydrocarbon; 1500 cm-1C=C; 1600 cm-1C=C.

Sources & evidence

ORD record
ord-2cde5289b1b2412795d4a76dc6a93da3
Source dataset
uspto-grants-1978_05
Patent number
USRE029628

Reaction notes

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