Benzyl Chloride → (cis)-2-Benzyl-4-(3-cyclopentyloxy-4-methoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

HRID 1871404Notes

Reaction equation

HRID 1871404 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:15]3[C@H:24]4[C@H:19]([CH2:20][CH2:21][CH2:22][CH2:23]4)[C:18](=[O:25])[NH:17][N:16]=3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:26](Cl)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(N1N=C(C2C=CC(OC)=C(OC)C=2)[C@H]2[C@H](CCCC2)C1=O)C1C=CC=CC=1>>[CH2:26]([N:17]1[N:16]=[C:15]([C:9]2[CH:10]=[CH:11][C:12]([O:13][CH3:14])=[C:7]([O:6][CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5]3)[CH:8]=2)[C@H:24]2[C@H:19]([CH2:20][CH2:21][CH2:22][CH2:23]2)[C:18]1=[O:25])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 3

HCID 7503Benzyl ChlorideHCID 11727597(cis)-4-(3-Cyclopentyloxy-4-methoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-oneHCID 70001660(cis)-2-Benzyl-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Product 1

HCID 70001539(cis)-2-Benzyl-4-(3-cyclopentyloxy-4-methoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Procedure

Prepared from compound 4 and benzylchloride as described for compound 78. Purified by chromatography [petroleum ether (60°-95° C.): ethyl acetate/4:1] and crystallized from petroleum ether (60°-95° C.)/ethyl acetate. M.p. 91°-92° C.

Workup

  1. customPurified by chromatography [petroleum ether (60°-95° C.): ethyl acetate/4:1]
  2. customcrystallized from petroleum ether (60°-95° C.)/ethyl acetate

Sources & evidence

ORD record
ord-41aca18e39d44207a9148f951ced8a8a
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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