Hexane → HCID 21516150, compound

HRID 391352Notes

Reaction equation

[C:1]([O:4][CH2:5][CH3:6])(=[O:3])[CH3:2].[K+].[Br-].C[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>>[CH2:1]([O:4][CH2:5][C:2]1[C:1](=[O:3])[O:4][C:5]2[C:11]([CH:10]=1)=[CH:12][CH:13]=[CH:14][CH:6]=2)[CH3:2]

Participants

Reactant 3

HCID 8058Hexane

HCID 8857Ethyl Acetate

HCID 253877Potassium Bromide

Product 1

HCID 21516150HCID 21516150, compound

Procedure

(0.15 g, 73%); m.p.: 95-96° C., Rf=0.38 (ethyl acetate:n-Hexane=1:5); IR (KBr cm−1): 2970, 2924, 2863, 2341, 1717, 1605, 1574, 1447, 1384, 1283, 1172, 1116, 1061, 919, 756, 630; 1H-NMR (400 MHz, CDCl3) δ/ppm: 1.31 (3H, t, J=7.0 Hz, OCH2CH3), 3.68 (2H, q, J=7.0 Hz, OCH2CH3), 4.46 (2H, d, J=1.6 Hz, CH2OCH2CH3), 7.28 (1H, td, J=7.6, 1.2 Hz, ArH), 7.34 (1H, d, J=8.0 Hz, ArH), 7.48-7.52 (2H, ArH), 7.81 (1H, t, J=1.6 Hz, H-4); 13C-NMR (100 MHz, CDCl3) δ/ppm: 15.2, 66.9, 66.9, 116.5, 119.2, 124.4, 126.4, 127.7, 131.0, 138.1, 153.1, 160.5; MS (EI) m/z: 175 ([M-(C2H5)]+, 53%), 160 (100%), 132 (51%), 131 (42%); Anal. calcd for C12H12O3 (204.22): C, 70.57; H, 5.92. found: C, 70.60; H, 5.95.

Sources & evidence

ORD record: ord-c6d5fd349160417fb334c269f5b68b77
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08383843B2

Reaction notes

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