Acetonitrile → Tert-butyl 3-[1-(3-chlorophenyl)-1,5-dihydroxypentyl]piperidine-1-carboxylate

HRID 837845Notes

Reaction equation

HRID 837845 reaction equation
[C:1]([Si:2]([CH3:3])([CH3:4])[O:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:12])([c:13]1[cH:14][c:15]([Cl:19])[cH:16][cH:17][cH:18]1)[CH:20]1[CH2:21][N:22]([C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[CH2:23][CH2:24][CH2:25]1)([CH3:5])([CH3:33])[CH3:34].[CH3:36][CH2:37][CH2:38][CH2:39][N+:40]([CH2:41][CH2:42][CH2:43][CH3:44])([CH2:45][CH2:46][CH2:47][CH3:48])[CH2:49][CH2:50][CH2:51][CH3:52].[CH3:53][C:54]#[N:55].[F-:35]>>[OH:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:12])([c:13]1[cH:14][c:15]([Cl:19])[cH:16][cH:17][cH:18]1)[CH:20]1[CH2:21][N:22]([C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[CH2:23][CH2:24][CH2:25]1

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 16028TetrabutylammoniumHCID 28179Fluoride IonHCID 72529606Tert-butyl 3-[5-[tert-butyl(dimethyl)silyl]oxy-1-(3-chlorophenyl)-1-hydroxypentyl]piperidine-1-carboxylate

Product 1

HCID 72529726Tert-butyl 3-[1-(3-chlorophenyl)-1,5-dihydroxypentyl]piperidine-1-carboxylate

Sources & evidence

ORD record
ord-6d050f0029c24b56ba77d88242344a92
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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