Cyclohexanecarbonyl chloride → HCID 57077441, compound

HRID 1156668Notes

Reaction equation

C(C1CC1CCC(Cl)=O)C(C)C.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][CH2:39][CH:40]2[CH2:42][CH:41]2[CH2:43][CH:44]([CH3:46])[CH3:45])=[C:32]([O:48][C:49](=[O:59])[CH2:50][CH2:51][CH:52]2[CH2:54][CH:53]2[CH2:55][CH:56]([CH3:58])[CH3:57])[CH:31]=1)=[O:29])([CH3:25])([CH3:24])[CH3:23]>>[CH2:55]([CH:53]1[CH2:54][CH:52]1[CH2:51][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][CH2:39][CH:40]1[CH2:42][CH:41]1[CH2:43][CH:44]([CH3:46])[CH3:45])[CH:28]([OH:29])[CH2:27][NH:26][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:59])[CH:56]([CH3:57])[CH3:58]

Participants

Reactant 3

HCID 75938Cyclohexanecarbonyl chloride

HCID 54225540HCID 54225540, compound

HCID 57140186HCID 57140186, compound

Product 1

HCID 57077441HCID 57077441, compound

Procedure

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

Workup

customobtained

Sources & evidence

ORD record: ord-e33cb254e5834581882ac4ca93bbded3
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04336400

Reaction notes

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