Triethylamine → HCID 54681409, compound

HRID 2394044Notes

Reaction equation

HRID 2394044 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[C:6]([CH3:8])[CH:7]=1.O([Si](C)(C)C)S(C(F)(F)F)(=O)=O.C(N(CC)CC)C.[C:31]1([S:37][CH:38]([C:42](O)=[O:43])[C:39](O)=[O:40])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>C(Cl)Cl>[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[O:11][C:39](=[O:40])[C:38]([S:37][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[C:42]([OH:43])[CH:10]=2)[CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 149211-(3,5-Dimethylphenyl)ethan-1-oneHCID 65367Trimethylsilyl triflateHCID 19596206HCID 19596206, compound

Product 1

HCID 54681409HCID 54681409, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by Method A using 3',5'-dimethylacetophenone (1.43 g, 9.70 mmol), trimethylsilyl triflate (2.24 mL, 11.64 mmol), triethylamine (2.70 mL, 19.40 mmol), methylene chloride (24 mL), and diethyl ester of (phenylthio)-propanedioic acid (1.00 g, 7.46 mmol). m.p. 210°-211° C.; 1H NMR (400 MHz, DMSO-d6) δ 2.35 (s, 6H), 6.83 (s, 1H), 7.12 (m, 3H), 7.21 (s, 1H), 7.27 (t, 2H), 7.46 (s, 2H).

Sources & evidence

ORD record
ord-32410df7aad24f599bce64b99fef1cc0
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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