Triethylamine → HCID 54681295, compound

HRID 2394069Notes

Reaction equation

HRID 2394069 reaction equation
[CH3:1][C:2]([C:4]1[CH:13]=[CH:12][C:7]2[O:8][CH:9]=[CH:10][O:11][C:6]=2[CH:5]=1)=[O:3].O([Si](C)(C)C)S(C(F)(F)F)(=O)=O.C(N(CC)CC)C.[CH:33]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[S:42][CH:43]([C:47](O)=[O:48])[C:44](O)=[O:45])([CH3:35])[CH3:34]>C(Cl)Cl>[O:8]1[C:7]2[CH:12]=[CH:13][C:4]([C:2]3[O:3][C:44](=[O:45])[C:43]([S:42][C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=4[CH:33]([CH3:34])[CH3:35])=[C:47]([OH:48])[CH:1]=3)=[CH:5][C:6]=2[O:11][CH2:10][CH2:9]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 65367Trimethylsilyl triflateHCID 19596124HCID 19596124, compoundHCID 19596178[(2-Isopropylphenyl)thio)propanedioic acid

Product 1

HCID 54681295HCID 54681295, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by Method A using 1,4-benzodioxin-6-yl methyl ketone (2 g, 11.22 mmol), trimethylsilyl triflate (2.5 g, 11.22 mmol), triethylamine (2.27 g, 22.44 mmol), methylene chloride (20 mL), and diethyl ester of [(2-isopropylphenyl)thio)propanedioic acid (1.73 g, 5.61 mmol). m.p. 246°-248° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.25 (d, 6H), 3.4 (m, 1H), 4.32 (m, 4H), 6.72 (s, 1H), 6.89 (d, 1H), 7.01 (d, 1H), 7.06 (t, 1H), 7.11 (t, 1H), 7.26 (d, 1H), 7.31 (d, 1H), 7.35 (dd, 1H).

Sources & evidence

ORD record
ord-50fe45dbbaa54145b1e7180844f797ed
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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