Methanesulfonyl chloride → HCID 86679518, compound

Participants

Reaction Steps

To a solution of 4-(cyclopropylmethoxy)-3-hydroxybenzaldehyde (0.440 g, 2.289 mmol) in DCM (20 m), TEA (0.479 ml, 3.43 mmol) was added followed by methanesulfonyl chloride (0.196 ml, 2.52 mmol), and the mixture was stirred at RT overnight. A second portion of TEA (0.096 ml, 0.687 mmol) and methanesulfonyl chloride (0.054 ml, 0.687 mmol) was added, and the reaction was stirred at RT for additional 3 hours. The mixture was washed with HCl 1N and twice with K2CO3 1N. The organic layer was dried over Na2SO4, and the solvent was removed under vacuum affording 2-(cyclopropylmethoxy)-5-formylphenyl methanesulfonate (0.565 g, 2.090 mmol, 91% yield, MS/ESI+ 270.9 [MH]+). This crude was used for the next step without purification.

Provenance & Evidence