Cyclohexanecarbonyl chloride → HCID 54020074, compound

HRID 1701613Notes

Reaction equation

[CH3:1][C:2]1([C:10](Cl)=[O:11])[CH2:6][CH2:5][CH:4]([CH:7]([CH3:9])[CH3:8])[CH2:3]1.C1(C(Cl)=[O:20])CCCCC1.[C:22]([NH:26][CH2:27][C:28]([C:30]1[CH:35]=[CH:34][C:33]([O:36][C:37]([C:39]2([CH3:47])[CH2:43][CH2:42][CH:41]([CH:44]([CH3:46])[CH3:45])[CH2:40]2)=[O:38])=[CH:32][C:31]=1OC(C1(C)CCC(C(C)C)C1)=O)=[O:29])([CH3:25])([CH3:24])[CH3:23]>>[CH3:1][C:2]1([C:10]([O:11][C:34]2[CH:35]=[C:30]([CH:31]=[CH:32][C:33]=2[O:36][C:37]([C:39]2([CH3:47])[CH2:43][CH2:42][CH:41]([CH:44]([CH3:45])[CH3:46])[CH2:40]2)=[O:38])[CH:28]([OH:29])[CH2:27][NH:26][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:6][CH2:5][CH:4]([CH:7]([CH3:9])[CH3:8])[CH2:3]1

Participants

Reactant 3

HCID 75938Cyclohexanecarbonyl chloride

HCID 20345974HCID 20345974, compound

HCID 20535283HCID 20535283, compound

Product 1

HCID 54020074HCID 54020074, compound

Procedure

When 1-methyl-3-isopropylcyclopentanecarbonyl chloride is substituted for the cyclohexanecarbonyl chloride in the procedure described in Example 15A above, the acylation product obtained is 2,4-bis(1-methyl-3-isopropylcyclopentanecarbonyloxy)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(1-methyl-3-isopropylcyclopentanecarbonyloxy)-alpha-(tert-butylaminomethyl)benzyl alcohol.

Workup

customobtained

Sources & evidence

ORD record: ord-b92441f03677426eaeea39316604e2ff
Source dataset: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USRE030241

Reaction notes

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