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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736358Generated: October 29, 2026

(1S)-1-(2-chlorophenyl)ethan-1-ol → Methyl 3-{[(1R)-1-(2-chlorophenyl)ethyl]oxy}-5-nitro-2-thiophenecarboxylate

https://huagongshe.com/reaction/736358

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1S)-1-(2-chlorophenyl)ethan-1-olHCID 6999091—
ReactantMethyl 3-hydroxy-5-nitrothiophene-2-carboxylateHCID 54691283—
ProductMethyl 3-{[(1R)-1-(2-chlorophenyl)ethyl]oxy}-5-nitro-2-thiophenecarboxylateHCID 57848957—

Reaction Steps

Methyl 3-{[(1R)-1-(2-chlorophenyl)ethyl]oxy}-5-nitro-2-thiophenecarboxylate was prepared from methyl 3-hydroxy-5-nitro-2-thiophenecarboxylate and (1S)-1-(2-chlorophenyl)ethanol by a procedure analogous to Intermediate Example 1, Step A. 1H NMR (400 MHz, DMSO-d6): δ 7.96 (s, 1H), 7.65 (dd, 1H, J=1.7, 7.8 Hz), 7.47 (dd, 1H, J=1.5, 7.7 Hz), 7.40 (dt, 1H, J=1.3, 7.5 Hz), 7.34 (dt, 1H, J=1.9, 7.5 Hz), 5.98 (q, 1H, J=6.0 Hz), 3.85 (s, 3H), 1.59 (d, 3H, J=6.2 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595330B2
Source datasetuspto-grants-2009_09
ORD IDord-99ab93234a8b449aaf2d0f87bc5504e0
Source noteuspto-grants-2009_09