3,5,5-Trimethyl-1-hexanol → 8-Ethyl-2,2,4-trimethyl-6-dodecanol

HRID 1656664Notes

Reaction equation

HRID 1656664 reaction equation
BrCC(CC)CCCC.CC(CC(C)(C)C)CCO.[Li].ClC([O-])=O.[CH2:25]([CH:27]([CH2:46][CH2:47][CH2:48][CH3:49])[CH2:28][CH:29]([O:38]C(N1C=NC=N1)=O)[CH2:30][CH:31]([CH3:37])[CH2:32][C:33]([CH3:36])([CH3:35])[CH3:34])[CH3:26]>O1CCCC1.[Cu]>[CH2:25]([CH:27]([CH2:46][CH2:47][CH2:48][CH3:49])[CH2:28][CH:29]([OH:38])[CH2:30][CH:31]([CH3:37])[CH2:32][C:33]([CH3:34])([CH3:36])[CH3:35])[CH3:26]

Participants

8

Reactant 5

HCID 189383,5,5-Trimethyl-1-hexanolHCID 868042-Ethylhexyl bromideHCID 3028194LithiumHCID 21226386CarbonochloridateHCID 541634921-[8-Ethyl-2,2,4-trimethyl-6-dodecyloxycarbonyl]-1,2,4-triazole

Product 1

HCID 197887638-Ethyl-2,2,4-trimethyl-6-dodecanol

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 8028TetrahydrofuranSolvent

Procedure

8-Ethyl-2,2,4-trimethyl-6-dodecanol (b.p. 86°-90° at 0.15 mm of mercury pressure) was prepared by reacting 1-bromo-2-ethylhexane and 3,5,5-trimethylhexanol with lithium in tetrahydrofuran at 0° to -10° according to the general method of Pearce, Richards and Scilly (J. Chem. Soc., Perkin I, 1655, 1972). This compound was converted, by way of the chloroformate, into 1-[8-ethyl-2,2,4-trimethyl-6-dodecyloxycarbonyl]-1,2,4-triazole of formula: ##STR16## The compound was evaluated as an extractant for copper by the procedure of Example 1 and the results are presented in Table 2.

Workup

  1. customat 0° to -10°

Sources & evidence

ORD record
ord-e12b3dd56dc94f52aa57856e052b4351
Source dataset
uspto-grants-1993_10
Patent number
US05254695

Reaction notes

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