Hydrochloric Acid → (E,E)-N-ethyl-N-(6,6-dimethyl-2-hepten-4-ynyl)-3-[3-(3-thienyl)-2-propenyloxymethyl]benzylamine hydrochloride

HRID 1464738Notes

Reaction equation

HRID 1464738 reaction equation
C(N)C=CC#CCC.[S:9]1[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[CH2:16][O:17][CH2:18][C:19]2[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=2)[CH2:22]Br)=[CH:10]1.[ClH:27].[CH2:28]([NH:30][CH2:31]/[CH:32]=[CH:33]/[C:34]#[C:35][C:36]([CH3:39])([CH3:38])[CH3:37])[CH3:29].Cl>>[ClH:27].[CH2:28]([N:30]([CH2:22][C:21]1[CH:24]=[CH:25][CH:26]=[C:19]([CH2:18][O:17][CH2:16]/[CH:15]=[CH:14]/[C:11]2[CH:12]=[CH:13][S:9][CH:10]=2)[CH:20]=1)[CH2:31]/[CH:32]=[CH:33]/[C:34]#[C:35][C:36]([CH3:37])([CH3:39])[CH3:38])[CH3:29]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 15227910(E)-3-[3--(3-thienyl)-2-propenyloxymethyl]benzyl bromideHCID 19917114(E)-N-ethyl-6,6-dimethyl-2-hepten-4-ynylamine hydrochlorideHCID 540733612-Hepten-4-ynylamine

Product 1

HCID 19086952(E,E)-N-ethyl-N-(6,6-dimethyl-2-hepten-4-ynyl)-3-[3-(3-thienyl)-2-propenyloxymethyl]benzylamine hydrochloride

Procedure

Compounds of Examples 2 to 7 were obtained by s performing the same reaction as in Example 1 except that the corresponding bromomethyl or chloromethyl derivatives and/or 2-hepten-4-ynylamine derivatives were used instead of the starting compounds, (E)-3-[3--(3-thienyl)-2-propenyloxymethyl]benzyl bromide and/or (E)- N-ethyl-6,6-dimethyl-2-hepten-4-ynylamine hydrochloride, which were used in the above-mentioned reaction. ( When the reaction product was a free base, the hydrochloride producing step in the after-treatment was not included.)

Workup

  1. customwere used in the above-mentioned reaction

Sources & evidence

ORD record
ord-0ddf1e414a384e679ed922e1f94f0e6a
Source dataset
uspto-grants-1994_04
Patent number
US05306728

Reaction notes

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