Triethylamine → HCID 54731822, compound

HRID 2394056Notes

Reaction equation

HRID 2394056 reaction equation
[C:1]([C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].O([Si](C)(C)C)S(C(F)(F)F)(=O)=O.C(N(CC)CC)C.[CH:34]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[S:43][CH:44]([C:48](O)=[O:49])[C:45](O)=[O:46])([CH3:36])[CH3:35]>C(Cl)Cl>[CH2:11]([O:10][C:8](=[O:9])[C:7]1[CH:13]=[CH:14][C:4]([C:1]2[O:3][C:45](=[O:46])[C:44]([S:43][C:38]3[CH:39]=[CH:40][CH:41]=[CH:42][C:37]=3[CH:34]([CH3:35])[CH3:36])=[C:48]([OH:49])[CH:2]=2)=[CH:5][CH:6]=1)[CH3:12]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 65367Trimethylsilyl triflateHCID 600911Ethyl 4-acetylbenzoateHCID 19596178[(2-Isopropylphenyl)thio)propanedioic acid

Product 1

HCID 54731822HCID 54731822, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by Method A using ethyl 4-acetylbenzoate (2.93 g, 15.1 mmol), trimethylsilyl triflate (3.5 mL, 18.1 mmol), triethylamine (4.26 mL, 30.6 mmol), methylene chloride (30 mL), and diethyl ester of [(2-isopropylphenyl)thio]propanedioic acid (3.11 g, 10.0 mmol) m.p. 201°-203° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.25 (d, 6H), 1.35 (t, 3H), 3.42 (m, 1H), 4.35 (q, 2H), 6.94 (m, 1H), 7.00 (s, 1H), 7.10 (m, 2H), 7.28 (m, 1H), 7.99 (m, 2H), 8.11 (m, 2H).

Sources & evidence

ORD record
ord-a4f7e7510df9461b9e5a5b05ee49e81f
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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