Isobutyric Acid → 5-Chloro-2,3-dimethylpentanoic acid

HRID 355355

Reaction equation

HRID 355355 reaction equation
BrC[CH2:3][CH2:4][CH:5]([CH3:11])[CH:6]([CH3:10])[C:7]([OH:9])=[O:8].C(O)(=O)C(C)C.[Cl:18]CCCCl>>[Cl:18][CH2:3][CH2:4][CH:5]([CH3:11])[CH:6]([CH3:10])[C:7]([OH:9])=[O:8]

Participants

4

Reactant 3

HCID 6590Isobutyric AcidHCID 88811,3-DichloropropaneHCID 189421366-Bromo-2,3-dimethylhexanoic acid

Product 1

HCID 189421345-Chloro-2,3-dimethylpentanoic acid

Procedure

The title compound was prepared as described for 6-bromo-2,3-dimethylhexanoic acid from isobutyric acid (9.67 g, 109.8 mmol), and 1,3-dichloropropane (37.2 g, 329.2 mmol). The product was purified by flash chromatography (CHCl3) to provide the acid (0.9 g, 5%) as a oil, HRMS (M+Li)+ calcd for C7H13O2ClLi 171.0764, found 171.0766.

Workup

  1. customThe product was purified by flash chromatography (CHCl3)

Sources & evidence

ORD record
ord-9dc23f2b8639435eb4cb47e15da30ebc
Source dataset
uspto-grants-1998_11
Patent number
US05830888

Linked notes

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