Propargyl bromide → HCID 86755600, compound

HRID 1871379Notes

Reaction equation

HRID 1871379 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C@H:20]3[C@H:15]([CH2:16][CH2:17][CH2:18][CH2:19]3)[C:14](=[O:21])[NH:13][N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH2:22](Br)[C:23]#[CH:24].COC1C=C(C2[C@H]3[C@H](CCCC3)C(=O)N(C)N=2)C=CC=1OC.C([O-])C.[Na+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C@H:20]3[C@H:15]([CH2:16][CH2:17][CH2:18][CH2:19]3)[C:14](=[O:21])[N:13]([CH2:24][C:23]#[CH:22])[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 4

HCID 7842Propargyl bromideHCID 2723922Sodium ethoxideHCID 10913208(cis)-4-(3,4-Dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-oneHCID 70003942(cis)-4-(3,4-Dimethoxyphenyl)-2-methyl-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Product 1

HCID 86755600HCID 86755600, compound

Procedure

Prepared from compound 1 and propargylbromide as described for compound 8, using sodium ethanolate instead of sodium hydride. Purified by chromatography (dichloromethane). Crystallized from methanol. M.p. 118-121° C.

Workup

  1. customPurified by chromatography (dichloromethane)
  2. customCrystallized from methanol

Sources & evidence

ORD record
ord-1bba022b75974a49b37ce7185d6a0eb4
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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