Triethylamine → 6-(Dodecylsulfonyl)-3-oxo-hexanoic acid ethyl ester

HRID 1198056Notes

Reaction equation

HRID 1198056 reaction equation
[CH2:1]([S:13]([CH2:16][CH2:17][CH2:18][C:19]([OH:21])=O)(=[O:15])=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(N1C=CN=C1)(N1[CH:28]=[CH:27]N=C1)=O.[Cl-].[Mg+2].[Cl-].C(O)(=O)[CH2:38][C:39]([OH:41])=[O:40].C([K])C.C(N(CC)CC)C>>[CH2:27]([O:41][C:39](=[O:40])[CH2:38][C:19](=[O:21])[CH2:18][CH2:17][CH2:16][S:13]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:14])=[O:15])[CH3:28]

Participants

6

Reactant 5

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 5360315Magnesium ChlorideHCID 11001756Butanoic acid, 4-(dodecylsulfonyl)-HCID 178461627HCID 178461627, compound

Product 1

HCID 539115556-(Dodecylsulfonyl)-3-oxo-hexanoic acid ethyl ester

Procedure

The title compound was prepared from 4-(dodecylsulfonyl)butanoic acid (H. Gilman, et al, J. Am Chem. Soc. 74, 4452 (1952)) (2.50 g, 0.07 mol), 1,1'carbonyldiimidazole (1.50 g, 0.09 mol), magnesium chloride (1.41 g, 0.014 mol), ethyl potassium malonate (2.12 g, 0.012 mol), and triethylamine (1.73 g, 0.017 mol) using the procedure described in Example 3, Step A.

Sources & evidence

ORD record
ord-213fb1421ede44b9ae9770a2f7f4ac65
Source dataset
uspto-grants-1994_01
Patent number
US05278326

Reaction notes

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