Lithium borohydride → HCID 9817445, compound

HRID 399539Notes

Reaction equation

HRID 399539 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:12][CH:11]2[CH:6]([CH2:7][CH2:8][CH:9]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH2:10]2)[NH:5][C:4]1=O.[BH4-].[Li+]>C1COCC1.C1(C)C=CC=CC=1>[OH:1][CH2:2][CH:3]1[CH2:12][CH:11]2[CH:6]([CH2:7][CH2:8][CH:9]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH2:10]2)[NH:5][CH2:4]1

Participants

4

Reactant 2

HCID 4148881Lithium borohydrideHCID 21480573HCID 21480573, compound

Product 1

HCID 9817445HCID 9817445, compound

Reagents, catalysts & solvents 1

HCID 22635083Tetrahydrofuran tolueneSolvent

Procedure

In a manner analogous to Example 1, (±)-(3RS,4aRS,6SR,8aSR)-3,4,4a,5,6,7,8,8a-octahydro-3-hydroxymethyl-6-((4-methoxyphenyl)methyl)quinolin-2[1H]-one (prepared according to step a)) was reduced by heating at 100° C. in the presence of lithium borohydride solution in THF/toluene to give the title compound, mg. 282°-4° C. (HCl, hemihydrate salt).

Sources & evidence

ORD record
ord-70cdbb5f7a944f718abfd1711afd2534
Source dataset
uspto-grants-1998_10
Patent number
US05821251

Reaction notes

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