Diethyl Ether → [3-(4-Iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl]methanol

Reaction equation

[BH4-:21].[CH2:23]([O:24][CH2:25][CH3:26])[CH3:27].[I:1][c:2]1[cH:3][cH:4][c:5]([CH:8]2[CH:9]([C:17](=[O:18])[O:19][CH3:20])[CH:10]3[CH2:11][CH2:12][CH:13]([CH2:14]2)[N:15]3[CH3:16])[cH:6][cH:7]1.[Li+:22]>>[I:1][c:2]1[cH:3][cH:4][c:5]([CH:8]2[CH:9]([CH2:17][OH:18])[CH:10]3[CH2:11][CH2:12][CH:13]([CH2:14]2)[N:15]3[CH3:16])[cH:6][cH:7]1

Participants

Reactant 4

HCID 3283Diethyl Ether

HCID 28123Borohydride

HCID 28486Lithium ion

HCID 99520543-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Product 1

HCID 10291824[3-(4-Iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl]methanol

Sources & evidence

ORD record: ord-6d522db95d4e4083917602a84927f6ad
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (2/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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