Hydrochloric Acid → HCID 70508417, compound

HRID 2418709Notes

Reaction equation

[CH3:1][S:2][C:3]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=O.C[Si]([C:20]#[N:21])(C)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].[ClH:28]>>[ClH:28].[NH2:21][CH2:20][C:8]1[C:9]2[C:4](=[C:3]([S:2][CH3:1])[CH:12]=[CH:11][C:10]=2[O:13][CH3:14])[CH2:5][CH2:6][CH:7]=1

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 82115Trimethylsilyl cyanide

HCID 20445304HCID 20445304, compound

HCID 21226445Aluminium lithium hydride

Product 1

HCID 70508417HCID 70508417, compound

Procedure

5-methylthio-8-methoxy-1,2,3,4-tetrahydro-1-naphthalenone is reacted with trimethylsilylcyanide followed by lithium aluminum hydride, and the resulting intermediate hydroxy amino compound is dehydrated with HCl, according to the procedure of Examples 1 and 3, to yield 1-aminomethyl-5-methylthio-8-methoxy-3,4-dihydronaphthalene HCl.

Sources & evidence

ORD record: ord-35a0c1b0977a4f7fba88aba784af920c
Source dataset: uspto-grants-1984_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04473586

Reaction notes

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