p-Toluenesulfonate → HCID 131722014, compound

HRID 1955396Notes

Reaction equation

HRID 1955396 reaction equation
CN(CC[C:6]1[C:10]([CH:16]([CH2:18][CH2:19][CH3:20])[CH3:17])([CH:11]([CH2:13][CH2:14][CH3:15])[CH3:12])[CH:9]=[CH:8][CH:7]=1)C.S(C1C=CC(C)=CC=1)([O-])(=O)=O.[CH2:32]([N:36]([CH:41](O)[CH3:42])[CH2:37][CH2:38][CH2:39][CH3:40])[CH2:33][CH2:34][CH3:35]>>[CH2:32]([N:36]([CH2:41][CH2:42][C:9]1[C:10]([CH:16]([CH2:18][CH2:19][CH3:20])[CH3:17])([CH:11]([CH2:13][CH2:14][CH3:15])[CH3:12])[CH:6]=[CH:7][CH:8]=1)[CH2:37][CH2:38][CH2:39][CH3:40])[CH2:33][CH2:34][CH3:35]

Participants

4

Reactant 3

HCID 85570p-ToluenesulfonateHCID 220570571-(Dibutylamino)ethanolHCID 131721846HCID 131721846, compound

Product 1

HCID 131722014HCID 131722014, compound

Procedure

The reaction is carried out in a manner identical to that for (dimethylaminoethyl)-di-(2-pentyl)cyclopentadiene, the tosylate of N,N-di-n-butylaminoethanol being prepared in situ. The conversion was 88%. The (di-n-butylaminoethyl)-di-(2-pentyl)cyclopentadiene was obtained after preparative column purification on silica gel using, successively, petroleum ether (40-60° C.) and THF, followed by distillation under reduced pressure, the yield being 51%.

Sources & evidence

ORD record
ord-2edd45613dbc45968d410b069976e6e2
Source dataset
uspto-grants-2000_09
Patent number
US06124488

Reaction notes

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