Potassium Hydroxide → HCID 178442516, compound

HRID 1659010Notes

Reaction equation

[C:1]([C:6](C(OCC)=O)([CH3:18])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[C:13](=[O:17])[CH2:14][CH2:15][CH:16]=1)([O:3]CC)=[O:2].[CH:24]1[C:25](/[CH:40]=[N:41]/[OH:42])=[CH:26][CH:27]=[N+:28]([CH2:30][N+:31]2[CH:36]=[CH:35][C:34](/[CH:37]=[N:38]/[OH:39])=[CH:33][CH:32]=2)[CH:29]=1.[Br-:43].[Br-].[OH-].[K+].C(C(C(O)=O)(C)CCCCCC1C(=O)CCC=1)(O)=O.C1C(/C=N/O)=CC=[N+](C[N+]2C=CC(/C=N/O)=CC=2)C=1.[Br-].[Br-]>>[C:1]([CH:6]([CH3:18])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[C:13](=[O:17])[CH2:14][CH2:15][CH:16]=1)([OH:3])=[O:2].[CH:26]1[C:25](/[CH:40]=[N:41]/[OH:42])=[CH:24][CH:29]=[N+:28]([CH2:30][N+:31]2[CH:32]=[CH:33][C:34](/[CH:37]=[N:38]/[OH:39])=[CH:35][CH:36]=2)[CH:27]=1.[Br-:43].[Br-:43]

Participants

Reactant 3

HCID 14797Potassium Hydroxide

HCID 178442515HCID 178442515, compound

HCID 178471343diethyl 2-methyl-2-[5-(5-oxocyclopenten-1-yl)pentyl]propanedioate;oxo-[[1-[[4-(oxoazaniumylmethylidene)-1-pyridinyl]methyl]-4-pyridinylidene]methyl]azanium;dibromide

Product 1

HCID 178442516HCID 178442516, compound

Procedure

Saponification of 2-(6,6-dicarbethoxyheptyl)-2-cyclopentenone methoxime (Example 96) with potassium hydroxide by the method of Example 20 is productive of 2-(6,6-dicarboxyheptyl)-2-cyclopentenone methoxime, decarboxylation of which in the manner of Example 63 provides the subject compound.

Workup

customprovides the subject compound

Sources & evidence

ORD record: ord-38253563e808468fb94ebb9b3ce7d130
Source dataset: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03966773

Reaction notes

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