ChemicalBook CAS DataBase List ethyl 2-(chlorosulfonyl)cyclohex-1-enecarboxylate

ethyl 2-(chlorosulfonyl)cyclohex-1-enecarboxylate synthesis

4synthesis methods

Product Name:ethyl 2-(chlorosulfonyl)cyclohex-1-enecarboxylate
CAS Number:243984-26-1
Molecular formula:C9H13ClO4S
Molecular Weight:252.72

ethyl 2-Mercaptocyclohex-1-enecarboxylate

54928-91-5
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ethyl 2-(chlorosulfonyl)cyclohex-1-enecarboxylate

243984-26-1
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Yield:243984-26-1 82.5%

Reaction Conditions:

with water;chlorine in acetic acid at 15; for 0.833333 h;

Steps:

35 General procedure for preparation of compound 10:

Chlorine (10 g) was bubbled into a solution of compound 9 (25 g, 134.2 mmol, 1 eq) in AcOH (360 mL) H₂O (40 mL) at 15 °C for 20 min. The reaction mixture was then stirred for 30 min. After excess Cl₂ was purged by N₂, TLC (Petroleum ether: Ethyl acetate = 10:1 R_f = 0.4) indicated compound 9 was consumed completely. The residue was diluted with NH₄Cl (500 mL *5) and extracted with ethyl acetate (500 ml). The reaction mixture was poured into separatory funnel and separated. The combined organic layers were washed with brine (500 mL), dried over Na₂SO₄, filtered and concentrated under reduced pressure to give a residue. Compound 10 (28 g, 110 mmol, yield: 82.5%) was obtained as a yellow oil.¹H NMR (400 MHz, CHLOROFORM-d): δ ppm 4.19 - 4.31 (m, 2 H) 2.52 - 2.61 (m, 2 H) 2.44 - 2.52 (m, 2 H) 1.72 - 1.82 (m, 2 H) 1.62 - 1.72 (m, 2 H) 1.21 - 1.33 (m, 3 H).

References:

WO2021/102052,2021,A1 Location in patent:Paragraph 0914; 0915