1,2-Dichloroethane → tert-Butyl 4-(2-chloroanilino)piperidine-1-carboxylate

HRID 818220Notes

Reaction equation

HRID 818220 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11](=[O:14])[CH2:12][CH2:13]1.[C:27]([O:28][BH-:29]([O:30][C:31](=[O:32])[CH3:33])[O:34][C:35](=[O:36])[CH3:37])(=[O:38])[CH3:39].[CH2:45]([Cl:46])[CH2:47][Cl:48].[CH3:23][C:24](=[O:25])[OH:26].[CH3:43][CH3:44].[Cl:15][c:16]1[c:17]([NH2:18])[cH:19][cH:20][cH:21][cH:22]1.[Na+:40].[Na+:42].[OH-:41]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH:18][c:17]2[c:16]([Cl:15])[cH:22][cH:21][cH:20][cH:19]2)[CH2:12][CH2:13]1

Participants

9

Reactant 8

HCID 111,2-DichloroethaneHCID 176Acetic AcidHCID 923Sodium ion2×HCID 961HydroxideHCID 6324EthaneHCID 72402-ChloroanilineHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 2724942Triacetoxyborohydride

Product 1

HCID 22557784tert-Butyl 4-(2-chloroanilino)piperidine-1-carboxylate

Sources & evidence

ORD record
ord-4a15617ce1c6464491a5d855f56956ed
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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