Benzoyl chloride → HCID 21313327, compound

HRID 2397482Notes

Reaction equation

HRID 2397482 reaction equation
C(OC1C=CC(NN)=CC=1)(C)(C)C.C1(CC2CCCCN2CCCC(=O)C)CCCCC1.[CH:33]1([CH2:39][CH:40]2[CH2:45][CH2:44][CH2:43][CH2:42][N:41]2[CH2:46][CH2:47][C:48]2[C:56]3[C:51](=[CH:52][CH:53]=[C:54]([O:57][C:58]([CH3:61])([CH3:60])[CH3:59])[CH:55]=3)[NH:50][C:49]=2[CH3:62])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1.[H-].[Na+].[Na].[C:66](Cl)(=[O:73])[C:67]1[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=1>C(O)C.CN(C=O)C>[C:66]([N:50]1[C:51]2[C:56](=[CH:55][C:54]([O:57][C:58]([CH3:59])([CH3:61])[CH3:60])=[CH:53][CH:52]=2)[C:48]([CH2:47][CH2:46][N:41]2[CH2:42][CH2:43][CH2:44][CH2:45][CH:40]2[CH2:39][CH:33]2[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]2)=[C:49]1[CH3:62])(=[O:73])[C:67]1[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=1

Participants

9

Reactant 6

HCID 7412Benzoyl chlorideHCID 24758Sodium hydrideHCID 5360545SodiumHCID 21313303HCID 21313303, compoundHCID 21313349HCID 21313349, compoundHCID 21313368HCID 21313368, compound

Product 1

HCID 21313327HCID 21313327, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

1-Benzoyl-3-[2-(2-cyclohexylmethylpiperidino)ethyl]-5-t-butoxy-2-methylindole is prepared by reaction of 4-t-butoxyphenylhydrazine with 1-(2-cyclohexylmethylpiperidino)pentan-4-one in ethanol and reaction of the resulting 3-[2-(2-cyclohexylmethylpiperidino)ethyl]-5-t-butoxy-2-methylindole with sodium hydride in DMF followed by reaction of the resulting sodium salt with benzoyl chloride all according to the procedure described above in Example 1.

Sources & evidence

ORD record
ord-a4ed5eda1e3b4c239a2c565d6841525d
Source dataset
uspto-grants-1977_05
Patent number
US04021431

Reaction notes

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