Methanol → 6'-methoxy-5',7'-dimethyl-3',4'-dihydro-1'H-spiro[cyclobutane-1,2'-quinolin]-4'-ol

Reaction equation

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

Participants

Reactant 5

HCID 887Methanol

HCID 923Sodium Ion

HCID 6344Dichloromethane

HCID 28123Borohydride

HCID 690552306'-methoxy-5',7'-dimethyl-1'H-spiro[cyclobutane-1,2'-quinolin]-4'(3'H)-one

Product 1

HCID 690563486'-methoxy-5',7'-dimethyl-3',4'-dihydro-1'H-spiro[cyclobutane-1,2'-quinolin]-4'-ol

Sources & evidence

ORD record: ord-6a72cfd62f094c8299c70cd1100fe397
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (7/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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