Ethanethiol → HCID 22490915, compound

HRID 2180597Notes

Reaction equation

HRID 2180597 reaction equation
[H-].[Na+].C(S)C.[Br:6][C:7]1[C:16]2[C:15]([CH3:18])([CH3:17])[CH2:14][CH:13]=[C:12]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:11]=2[CH:10]=[C:9]([C:23](=[O:25])[CH3:24])[C:8]=1[O:26]C>CN(C)C=O>[Br:6][C:7]1[C:16]2[C:15]([CH3:17])([CH3:18])[CH2:14][CH:13]=[C:12]([C:19]([CH3:21])([CH3:20])[CH3:22])[C:11]=2[CH:10]=[C:9]([C:23](=[O:25])[CH3:24])[C:8]=1[OH:26]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 24758Sodium hydrideHCID 22491071HCID 22491071, compound

Product 1

HCID 22490915HCID 22490915, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

As described in General Procedure L-1, sodium hydride (211 mg, 5.28 mmol) and ethanethiol (0.39 mL, 5.28 mmol) was treated with a solution of 1-(4-bromo-8-tert-butyl-3-methoxy-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-ethanone (Compound A-104, 536 mg, 1.47 mmol) in N,N-dimethylformamide to afford the title compound after purification by flash chromatography (silica gel, 5% ethyl acetate in hexane).

Sources & evidence

ORD record
ord-e70f69e3e4c84a4fb4d8175e9e6256f4
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

Loading…