Sodium triacetoxyborohydride → 6-Methoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline

Reaction equation

[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[CH2:5][CH2:4][N:3]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[CH3:1][CH:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[CH2:5][CH2:4][NH:3]1

Participants

Reactant 2

HCID 5049666Sodium triacetoxyborohydride

HCID 138591866-Methoxy-1-methyl-3,4-dihydroisoquinoline

Product 1

HCID 142302816-Methoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline

Procedure

In close analogy to the procedure described above, 1-Methyl-6-methoxy-3,4-dihydro-isoquinoline is reacted with sodium triacetoxyborohydride to provide the title compound.

Sources & evidence

ORD record: ord-20e5c92a8c074bff94c897c6ed3845f7
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985753B2

Reaction notes

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