Triethylamine → HCID 54681328, compound

HRID 2394072Notes

Reaction equation

HRID 2394072 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1)=[O:3].O([Si](C)(C)C)S(C(F)(F)F)(=O)=O.C(N(CC)CC)C.[CH:37]([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[S:46][CH:47]([C:51](O)=[O:52])[C:48](O)=[O:49])([CH3:39])[CH3:38]>C(Cl)Cl>[CH2:11]([O:10][C:7]1[CH:8]=[CH:9][C:4]([C:2]2[O:3][C:48](=[O:49])[C:47]([S:46][C:41]3[CH:42]=[CH:43][CH:44]=[CH:45][C:40]=3[CH:37]([CH3:38])[CH3:39])=[C:51]([OH:52])[CH:1]=2)=[CH:5][CH:6]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 65367Trimethylsilyl triflateHCID 2452261-[4-(Benzyloxy)phenyl]ethan-1-oneHCID 19596178[(2-Isopropylphenyl)thio)propanedioic acid

Product 1

HCID 54681328HCID 54681328, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by Method A using 4-benzyloxyacetophenone (0.3 g, 0.675 mmol), trimethylsilyl triflate (0.15 g, 0.675 mmol), triethylamine (0.14 g, 1.35 mmol), methylene chloride (20 mL), and diethyl ester of [(2-isopropylphenyl)thio]propanedioic acid (0.210 g, 0.675 mmol). m.p. 163°-165° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.28 (d, 6H), 3.4 (m, 1H), 5.22 (s, 2H), 6.64 (s, 1H), 6.92 (d, 1H), 7.06 (t, 1H), 7.11 (t, 1H), 7.19 (d, 1H), 7.28 (d, 1H), 7.36 (q, 2H), 7.42 (d, 2H), 7.49 (d, 2H), 7.83 (d, 2H).

Sources & evidence

ORD record
ord-689a459aed3646f99adb8d1653d1d4fa
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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