1-Bromopropane → (cis)-4-(3,4-Dimethoxyphenyl)-2-(n-propyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

HRID 1871368Notes

Reaction equation

HRID 1871368 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].Br[CH2:23][CH2:24][CH3:25].C(OC1C=C(C2[C@H]3[C@H](CC=CC3)C(=O)NN=2)C=CC=1OC)C>>[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]([CH2:23][CH2:24][CH3:25])[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 3

HCID 78401-BromopropaneHCID 10913208(cis)-4-(3,4-Dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-oneHCID 70003171(cis)-4-(3-Ethoxy-4-methoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

Product 1

HCID 70002226(cis)-4-(3,4-Dimethoxyphenyl)-2-(n-propyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Procedure

Prepared from compound 1 and 1-bromopropane as described for compound 6. Purified by chromatography (dichloromethane). Crystallized from petroleum ether (60-95° C.). M.p. 95-96° C.

Workup

  1. customPurified by chromatography (dichloromethane)
  2. customCrystallized from petroleum ether (60-95° C.)

Sources & evidence

ORD record
ord-3d64a390bbf041479de0a25452255542
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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