Potassium thiocyanate → Fluorenylmethyloxycarbonyl isothiocyanate

HRID 1060617Notes

Reaction equation

HRID 1060617 reaction equation
[C:1]1([CH2:14][O:15][C:16](Cl)=[O:17])[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[S-:19][C:20]#[N:21].[K+]>>[C:1]1([CH2:14][O:15][C:16]([N:21]=[C:20]=[S:19])=[O:17])[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 516872Potassium thiocyanateHCID 14261773Fluorenylmethyl chloroformate

Product 1

HCID 22346806Fluorenylmethyloxycarbonyl isothiocyanate

Procedure

The title compound was prepared from Fluorenylmethyloxycarbonyl chloride and potassium thiocyanate according to the procedure of Kearney et al. J. Org. Chem. 1998, 63, 199; 1H NMR (CDCl3) δ7.75 (d, J=7.5 Hz, 2H), 7.56 (d, J=7.5 Hz, 2H), 7.41 (t, J=7.5 Hz, 2H), 7.32 (t, J=7.5 Hz, 2H), 4.44 (d, J=7.4 Hz, 2H), 4.23 (t, J=7.4 Hz, 1H).

Sources & evidence

ORD record
ord-73501eb1a30843bebd953fa381615423
Source dataset
uspto-grants-2003_02
Patent number
US06525061B1

Reaction notes

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