Propargyl bromide → HCID 19773282, compound

HRID 1614265Notes

Reaction equation

[C:1]([NH:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][CH:9]([N:15]([CH2:19][CH2:20][CH3:21])[CH2:16][CH2:17][CH3:18])[CH2:10]2)(=[O:3])[CH3:2].[CH2:22](Br)[C:23]#[CH:24]>>[C:1]([N:4]([C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][CH:9]([N:15]([CH2:16][CH2:17][CH3:18])[CH2:19][CH2:20][CH3:21])[CH2:10]2)[CH2:24][C:23]#[CH:22])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 7842Propargyl bromide

HCID 14836523HCID 14836523, compound

Product 1

HCID 19773282HCID 19773282, compound

Procedure

Starting from 2.88 g (0.010 mol) of 5-acetylamino-2-di-n-propylamino-tetraline (Example 4.3.4) and 1.43 g (0.012 mol) of propargylbromide the title compound is obtained analogously to Example 4.7.1 in the form of a non-crystallising, extremely viscous oil in a yield of 2.33 g (71.4% of theory) and with an Rf value of 0.66 (solvent mixture as specified in 4.7.1).

Sources & evidence

ORD record: ord-6941c975485c45359f9d7ebe29e90321
Source dataset: uspto-grants-1993_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05196454

Reaction notes

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