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27th October 2011 @ 01:40
Step 1 of 3 towards (S)-1,1'-binaphthyl-2,2'-disulfonic acid as for MW45-1

MNR16-1%20scheme.png

MNR16-1%20table.PNG

Hazard and Risk Assessment:
As for MNR15:- HIRAC MNR15

Procedure

To an ice cooled solution of (S)-(+)-1,1'-Bi(2-naphthol)(0.50 g, 1.75 mmol) in dry DMF (5 mL) under argon was added sodium hydride (60% oil dispersion) (0.17 mg, 4.37 mmol). The reaction was allowed to warm to room temperature and stirred for 10 mins. The resulting yellow solid was gently heated to obtain a yellow dispersion to which N,N-dimethylthiocarbamoyl chloride (470 mg, 3.84 mmol) was added at room temperature and the resulting mixture was heated to 85°C for 1.5 h.

The yellow-brown mixture was cooled to room temperature and poured into 1% aqueous KOH solution (15 mL) where a off white solid precipitated out instantly. The solid was filtered and washed with water and dissolved in DCM, dried over magnsium sulfate, filtered and concentrated to give a light fluffy foam that slowly crystallised.

610 mg,

MNR16-1 first filter - clean product, traces of DMF

More solid precipitated out of the aqueous layer after standing for one day and was filtered and washed with water.

81 mg

MNR16-1 second filter - messy, only traces of product


Tare:- 61.818 g
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Attached Files
MNR16-1 scheme.png
MNR16-1 table.PNG
mnr16-1_2nd filter.pdf