Cyclohexanecarbonyl chloride → HCID 53683848, compound

HRID 1156658Notes

Reaction equation

C1(C(Cl)=O)CCC1.C1(C(Cl)=O)CCCCC1.[C:17]([NH:21][CH2:22][C:23]([C:25]1[CH:30]=[CH:29][C:28]([O:31][C:32]([CH:34]2[CH2:37][CH2:36][CH2:35]2)=[O:33])=[C:27]([O:38][C:39]([CH:41]2[CH2:44][CH2:43][CH2:42]2)=[O:40])[CH:26]=1)=[O:24])([CH3:20])([CH3:19])[CH3:18]>>[CH:41]1([C:39]([O:38][C:27]2[CH:26]=[C:25]([CH:30]=[CH:29][C:28]=2[O:31][C:32]([CH:34]2[CH2:35][CH2:36][CH2:37]2)=[O:33])[CH:23]([OH:24])[CH2:22][NH:21][C:17]([CH3:20])([CH3:18])[CH3:19])=[O:40])[CH2:44][CH2:43][CH2:42]1

Participants

Reactant 3

HCID 75938Cyclohexanecarbonyl chloride

HCID 78705Cyclobutanecarbonyl chloride

HCID 20535320HCID 20535320, compound

Product 1

HCID 53683848HCID 53683848, compound

Procedure

When cyclobutanecarbonyl chloride is substituted for the cyclohexanecarbonyl chloride in the procedure described in Example 15A above, the acylation product obtained is 3,4-bis-(cyclobutanecarbonyloxy)phenyl tert-butylaminomethyl ketone; and when this product is catalytically hydrogenated using the procedure described in Example 15B above, there is obtained 3,4-bis(cyclobutanecarbonyloxy)-alpha-(tert-butylaminomethyl)-benzyl alcohol.

Workup

customobtained

Sources & evidence

ORD record: ord-0c628ec1d7fc428a9ba8c691f3aa5152
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04336400

Reaction notes

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