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cis-4-(3,4-Dimethoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one → (cis)-4-(3,4-Dimethoxyphenyl)-2-cyclooctyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

HRID 1871376
Notes
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Reaction equation

HRID 1871376 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][CH:17]=[CH:18][CH2:19]3)[C:14](=[O:21])[NH:13][N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH:22]1(NN)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C@H:20]3[C@H:15]([CH2:16][CH:17]=[CH:18][CH2:19]3)[C:14](=[O:21])[N:13]([CH:22]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 10935039cis-4-(3,4-Dimethoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-oneHCID 16206716Cyclooctylhydrazine

Product 1

HCID 70001875(cis)-4-(3,4-Dimethoxyphenyl)-2-cyclooctyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

Procedure

Prepared from compound 3 and cyclooctylhydrazine as described for compound 35. Purified by chromatography (dichloromethane) and crystallized from petroleum ether (40-60° C.). M.p. 75-77° C.

Workup

  1. customPurified by chromatography (dichloromethane)
  2. customcrystallized from petroleum ether (40-60° C.)

Sources & evidence

ORD record
ord-34f0426044054ff8978746897aef7c2a
Source dataset
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06103718

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes