Ethyl 2-(methylsulfonyl)propanoate → HCID 66577975, compound

HRID 533576Notes

Reaction equation

I[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1.[CH3:18][S:19]([CH:22]([CH3:28])[C:23]([O:25][CH2:26][CH3:27])=[O:24])(=[O:21])=[O:20]>>[CH3:28][C:22]([S:19]([CH3:18])(=[O:20])=[O:21])([CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1)[C:23]([O:25][CH2:26][CH3:27])=[O:24]

Participants

Reactant 2

HCID 10511577Ethyl 2-(methylsulfonyl)propanoate

HCID 66579874HCID 66579874, compound

Product 1

HCID 66577975HCID 66577975, compoundYield 106%

Procedure

1-(2-Iodoethyl)-4-(phenoxymethyl)benzene (960 mg, 2.84 mmol) and ethyl 2-(methylsulfonyl)propanoate (512 mg, 2.84 mmol) were converted to the title compound (1.17 g, 106%) containing minor solvent impurities following the general procedure of step 2 in Preparation 2 for the formation of compound (1). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.22-1.31 (m, 3H) 1.68-1.75 (m, 3H) 2.16-2.27 (m, 1H) 2.45-2.59 (m, 2H) 2.69-2.85 (m, 1H) 2.89 (s, 3H) 4.21-4.33 (m, 2H) 5.01-5.09 (m, 2H) 6.94-7.01 (m, 2H) 7.21 (d, J=8.20 Hz, 1H) 7.26-7.33 (m, 4H) 7.36-7.46 (m, 2H).

Sources & evidence

ORD record: ord-cd51082592a449a7803a0495fe1743f0
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08853258B2

Reaction notes

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