Triethylamine → HCID 54681345, compound

HRID 2394078Notes

Reaction equation

HRID 2394078 reaction equation
[CH2:1]1[CH2:6][CH2:5][CH:4]([CH2:7][O:8][CH2:9][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=CC=2)=O)[CH2:3][CH2:2]1.O([Si](C)(C)C)S(C(F)(F)F)(=O)=O.[CH2:30](N(CC)CC)[CH3:31].[CH:37]([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[S:46][CH:47]([C:51]([OH:53])=O)[C:48]([OH:50])=[O:49])([CH3:39])[CH3:38]>C(Cl)Cl>[CH:4]1([CH2:7][O:8][C:9]2[CH:10]=[CH:12][C:17]([C:16]3[O:50][C:48](=[O:49])[C:47]([S:46][C:41]4[CH:42]=[CH:43][CH:44]=[CH:45][C:40]=4[CH:37]([CH3:38])[CH3:39])=[C:51]([OH:53])[CH:15]=3)=[CH:31][CH:30]=2)[CH2:3][CH2:2][CH2:1][CH2:6][CH2:5]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 65367Trimethylsilyl triflateHCID 19596178[(2-Isopropylphenyl)thio)propanedioic acidHCID 57256833HCID 57256833, compound

Product 1

HCID 54681345HCID 54681345, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by Method A using 4-cyclohexylmethoxy acetophenone (2.0 g, 8.61 mmol), trimethylsilyl triflate (1.91 g, 8.61 mmol), triethylamine (1.74 g, 17.22 mmol), methylene chloride (20 mL), and diethyl ester of [(2-isopropylphenyl)thio]propanedioic acid (4.0 g, 12.92 mmol). m.p. 187°-188° C.; 1H NMR (400 MHz, DMSO-d6) δ 0.96-1.33 (m+1.24 d 11H), 1.61-1.87 (m, 6H), 3.4 (m, 1H), 3.86 (d, 2H), 6.76 (s, 1H), 6.92 (dd, 1H), 7.11 (m, 4H), 7.29 (dd, 1H), 7.81 (d, 2H).

Sources & evidence

ORD record
ord-f51df63111ad4b5bbf607f95555f170d
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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