Tetrahydrofuran → tert-Butyl 4-(4-chloro-2-(hydroxymethyl)phenyl)-4-hydroxypiperidine-1-carboxylate

HRID 306929Notes

Reaction equation

HRID 306929 reaction equation
[Br:1][c:2]1[c:3]([CH2:9][OH:10])[cH:4][c:5]([Cl:8])[cH:6][cH:7]1.[CH2:30]1[O:31][CH2:32][CH2:33][CH2:34]1.[CH3:11][CH2:12][CH2:13][CH2:14][Li:15].[O:16]=[C:17]1[CH2:18][CH2:19][N:20]([C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29])[CH2:21][CH2:22]1>>[c:2]1([C:17]2([OH:16])[CH2:18][CH2:19][N:20]([C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29])[CH2:21][CH2:22]2)[c:3]([CH2:9][OH:10])[cH:4][c:5]([Cl:8])[cH:6][cH:7]1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 23363134(2-Bromo-5-chlorophenyl)methanolHCID 178418339Butyllithium

Product 1

HCID 57889172tert-Butyl 4-(4-chloro-2-(hydroxymethyl)phenyl)-4-hydroxypiperidine-1-carboxylate

Sources & evidence

ORD record
ord-85a1368df02c48ddb9723f6ff0b81886
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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