Tetrahydrofuran → tert-Butyl 5-chloro-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-carboxylate

HRID 182384Notes

Reaction equation

HRID 182384 reaction equation
[CH2:55]1[O:56][CH2:57][CH2:58][CH2:59]1.[Cl:1][c:2]1[cH:3][c:4]([CH2:22][OH:23])[c:5]([C:8]2([OH:21])[CH2:9][CH2:10][N:11]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:12][CH2:13]2)[cH:6][cH:7]1.[O:43]=[C:44]([O:45][CH2:46][CH3:47])[N:48]=[N:49][C:50]([O:51][CH2:52][CH3:53])=[O:54].[c:24]1([P:25]([c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[cH:38][cH:39][cH:40][cH:41][cH:42]1>>[Cl:1][c:2]1[cH:3][c:4]2[c:5]([cH:6][cH:7]1)[C:8]1([CH2:9][CH2:10][N:11]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:12][CH2:13]1)[O:21][CH2:22]2

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 57889172tert-Butyl 4-(4-chloro-2-(hydroxymethyl)phenyl)-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 57889918tert-Butyl 5-chloro-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-carboxylate

Sources & evidence

ORD record
ord-6d41cd2ecfe641b0816a9e019a1f5940
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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