Cyclohexanecarbonyl chloride → HCID 57229286, compound

HRID 1156664Notes

Reaction equation

C(C1CC1CC(Cl)=O)CCCC.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](=[O:47])[CH2:38][CH:39]2[CH2:41][CH:40]2[CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])=[C:32]([O:48][C:49](=[O:59])[CH2:50][CH:51]2[CH2:53][CH:52]2[CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])[CH:31]=1)=[O:29])([CH3:25])([CH3:24])[CH3:23]>>[CH2:54]([CH:52]1[CH2:53][CH:51]1[CH2:50][C:49]([O:48][C:32]1[CH:31]=[C:30]([CH:35]=[CH:34][C:33]=1[O:36][C:37](=[O:47])[CH2:38][CH:39]1[CH2:41][CH:40]1[CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])[CH:28]([OH:29])[CH2:27][NH:26][C:22]([CH3:23])([CH3:25])[CH3:24])=[O:59])[CH2:55][CH2:56][CH2:57][CH3:58]

Participants

Reactant 3

HCID 75938Cyclohexanecarbonyl chloride

HCID 20535430HCID 20535430, compound

HCID 57112043HCID 57112043, compound

Product 1

HCID 57229286HCID 57229286, compound

Procedure

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

Workup

customobtained

Sources & evidence

ORD record: ord-b0e9748c36e94591a5d0bb75950f4db1
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04336400

Reaction notes

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