Aluminium lithium hydride → C-[1-(toluene-4-sulfonyl)-cyclopentyl]-methylamine

HRID 2061644Notes

Reaction equation

HRID 2061644 reaction equation
[C:1]1([CH3:17])[CH:6]=[CH:5][C:4]([S:7]([C:10]2([C:15]#[N:16])[CH2:14][CH2:13][CH2:12][CH2:11]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[H-].[Li+].[Al+3].[H-].[H-].[H-]>>[C:1]1([CH3:17])[CH:2]=[CH:3][C:4]([S:7]([C:10]2([CH2:15][NH2:16])[CH2:14][CH2:13][CH2:12][CH2:11]2)(=[O:9])=[O:8])=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 434197861-(Toluene-4-sulfonyl)cyclopentanecarbonitrile

Product 1

HCID 68630538C-[1-(toluene-4-sulfonyl)-cyclopentyl]-methylamineYield 36%

Procedure

Similarly to Example 1(b), by reaction of 1.1 g (4.4 mmol) of 1-(toluene-4-sulfonyl)-cyclopentanecarbonitrile with 200 mg of aluminum lithium hydride. 400 mg of C-[1-(toluene-4-sulfonyl)-cyclopentyl]-methylamine is obtained in the form of an orange solid. (Yield=36%).

Sources & evidence

ORD record
ord-e6bcfbf5fa1344ada7054e31bd44f289
Source dataset
uspto-grants-2012_10
Patent number
US08283378B2

Reaction notes

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