Homoveratrylamine → HCID 21406674, compound

HRID 972347Notes

Reaction equation

[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([CH:6]2[O:8][CH2:7]2)=[CH:4][CH:3]=1.[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH2:21][CH2:22][NH2:23])[CH:16]=[CH:17][C:18]=1[O:19][CH3:20]>>[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH2:21][CH2:22][NH:23][CH2:7][CH:6]([OH:8])[C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH:16]=[CH:17][C:18]=1[O:19][CH3:20]

Participants

Reactant 2

HCID 8421Homoveratrylamine

HCID 1081112-(4-Methylphenyl)oxirane

Product 1

HCID 21406674HCID 21406674, compound

Conditions

Temperature: 100 °C

Procedure

Similarly a mixture of 10.6 g. (0.0789 mol) of p-methylstyrene oxide and 14.3 g. (0.0789 mol) of 3,4-dimethoxyphenylethylamine is stirred under argon and heated at 100° C. for 18 hours to yield N-[2-(3,4-dimethoxyphenyl)ethyl]-2-hydroxy-2-(4-methylphenyl)ethylamine, m.p. 99°-100° C.

Workup

additionSimilarly a mixture of 10.6 g

Sources & evidence

ORD record: ord-f4ba5593a32345fb9082bffdeb071c72
Source dataset: uspto-grants-1977_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04052506

Reaction notes

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