Cyclohexanecarbonyl chloride → HCID 54020074, compound

HRID 1156662Notes

Reaction equation

CC1(C(Cl)=O)CCC(C(C)C)C1.C1(C(Cl)=O)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])=[C:32]([O:48][C:49]([C:51]2([CH3:59])[CH2:55][CH2:54][CH:53]([CH:56]([CH3:58])[CH3:57])[CH2:52]2)=[O:50])[CH:31]=1)=[O:29])([CH3:25])([CH3:24])[CH3:23]>>[CH3:59][C:51]1([C:49]([O:48][C:32]2[CH:31]=[C:30]([CH:35]=[CH:34][C:33]=2[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:28]([OH:29])[CH2:27][NH:26][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:50])[CH2:55][CH2:54][CH:53]([CH:56]([CH3:58])[CH3:57])[CH2:52]1

Participants

Reactant 3

HCID 75938Cyclohexanecarbonyl chloride

HCID 20535283HCID 20535283, compound

HCID 20535306HCID 20535306, 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 3,4-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-139b19fa302242399e4540b1b894b6e6
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04336400

Reaction notes

Loading…