Cyclohexanecarbonyl chloride → HCID 54083988, compound

HRID 1156659Notes

Reaction equation

C1(C(Cl)=O)CCCC1.C1(C(Cl)=O)CCCCC1.[C:18]([NH:22][CH2:23][C:24]([C:26]1[CH:31]=[CH:30][C:29]([O:32][C:33]([CH:35]2[CH2:39][CH2:38][CH2:37][CH2:36]2)=[O:34])=[C:28]([O:40][C:41]([CH:43]2[CH2:47][CH2:46][CH2:45][CH2:44]2)=[O:42])[CH:27]=1)=[O:25])([CH3:21])([CH3:20])[CH3:19]>>[CH:43]1([C:41]([O:40][C:28]2[CH:27]=[C:26]([CH:31]=[CH:30][C:29]=2[O:32][C:33]([CH:35]2[CH2:36][CH2:37][CH2:38][CH2:39]2)=[O:34])[CH:24]([OH:25])[CH2:23][NH:22][C:18]([CH3:21])([CH3:19])[CH3:20])=[O:42])[CH2:47][CH2:46][CH2:45][CH2:44]1

Participants

Reactant 3

HCID 75938Cyclohexanecarbonyl chloride

HCID 78284Cyclopentanecarbonyl chloride

HCID 20535454HCID 20535454, compound

Product 1

HCID 54083988HCID 54083988, compound

Procedure

When cyclopentanecarbonyl chloride is substituted for the cyclohexanecarbonyl chloride in the procedure described in Example 15A above, the acylation product obtained is 3,4-bis(cyclopentanecarbonyloxy)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(cyclopentanecarbonyloxy)-alpha-(tert-butylaminomethyl)-benzyl alcohol.

Workup

customobtained

Sources & evidence

ORD record: ord-7f4438d27da1415298ced3c918678ffd
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04336400

Reaction notes

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