Trimethylsilyl cyanide → HCID 20445295, compound

HRID 2418706Notes

Reaction equation

HRID 2418706 reaction equation
[CH2:1]([O:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][CH2:9][C:10]2=[O:15])[CH:2]=[CH2:3].C[Si]([C:20]#[N:21])(C)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[NH2:21][CH2:20][C:10]1([OH:15])[C:11]2[C:6](=[C:5]([O:4][CH2:1][CH:2]=[CH2:3])[CH:14]=[CH:13][CH:12]=2)[CH2:7][CH2:8][CH2:9]1

Participants

4

Reactant 3

HCID 82115Trimethylsilyl cyanideHCID 204453213,4-Dihydro-5-(2-propen-1-yloxy)-1(2H)-naphthalenoneHCID 21226445Aluminium lithium hydride

Product 1

HCID 20445295HCID 20445295, compound

Procedure

5 g. of 5-allyloxy-1,2,3,4-tetrahydro-1-naphthalenone is reacted with trimethylsilylcyanide and then with lithium aluminum hydride as described in Example 1 to give 1-aminomethyl-1-hydroxy-5-allyloxy-1,2,3,4-tetrahydronaphthalene. The latter compound is treated with HCl in ethanol as described in Example 3 to give 1-aminomethyl-5-allyloxy-3,4-dihydronaphthalene HCl; m.p. 166°-167° C.

Sources & evidence

ORD record
ord-c66116b753e747b48b3c91854fba20d2
Source dataset
uspto-grants-1984_09
Patent number
US04473586

Reaction notes

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