Triethylamine → HCID 54681282, compound

HRID 2394025Notes

Reaction equation

HRID 2394025 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:17](=[O:19])[CH3:18])[CH:5]=[C:6]([CH3:16])[C:7]=1[O:8][Si:9]([CH3:15])([CH3:14])[C:10]([CH3:13])([CH3:12])[CH3:11].C[Si](OS(C(F)(F)F)(=O)=O)(C)C.C(N(CC)CC)C.[C:39]1([CH2:45][S:46][CH:47]([C:51](O)=[O:52])[C:48](O)=[O:49])[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>C(Cl)Cl>[CH3:16][C:6]1[CH:5]=[C:4]([C:17]2[O:19][C:48](=[O:49])[C:47]([S:46][CH2:45][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)=[C:51]([OH:52])[CH:18]=2)[CH:3]=[C:2]([CH3:1])[C:7]=1[O:8][Si:9]([CH3:14])([CH3:15])[C:10]([CH3:13])([CH3:11])[CH3:12]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 65367Trimethylsilyl triflateHCID 19596125[(Phenylmethyl)thio]propanedioic acidHCID 19596169HCID 19596169, compound

Product 1

HCID 54681282HCID 54681282, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by Method A using 3', 5'-dimethyl-4'-[[dimethyl(1,1-dimethylethyl)silyl]oxy] acetophenone (1.50 g, 5.39 mmol), trimethylsilyltriflate (1.24 mL, 6.47 mmol), triethylamine (1.50 mL, 10.78 mmol), methylene chloride (13 mL), and diethyl ester of [(phenylmethyl)thio]propanedioic acid (1.00 g, 3.54 mmol). m.p. 137°-139° C.; 1H NMR (400 MHz, DMSO-d6) δ 0.21 (s, 6 H), 0.99 (s, 9H), 2.22 (s, 6 H), 3.96 (s, 2 H), 6.54 (s, 1 H), 6.99 (d, 1 H), 7.21 (m, 5 H), 7.44 (m, 2 H).

Sources & evidence

ORD record
ord-9c9e49bf198b430a864021acd236f022
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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