Acetone → HCID 12760709, compound

HRID 1577681Notes

Reaction equation

HRID 1577681 reaction equation
[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])[C:3]([OH:5])=[O:4].[CH3:15][C:16]([CH3:18])=O.S(=O)(=O)(O)O.C(=O)([O-])[O-].[Na+].[Na+]>O>[C:12]([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:2]1[C:3](=[O:5])[O:4][C:16]([CH3:18])([CH3:15])[O:1]1)([OH:14])=[O:13]

Participants

6

Reactant 4

HCID 180AcetoneHCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 127607082-Hydroxynonanedioic acid

Product 1

HCID 12760709HCID 12760709, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 10.2 g. of 2-hydroxynonanedioic acid, 50 ml. of acetone, 75 ml. of petroleum ether (b.p. 30°-55° C.), and 0.25 ml. of sulfuric acid is heated at reflux for 7 hours with azeotropic removal of water. The stirred mixture is treated with 0.59 g. of sodium carbonate and diluted with petroleum ether. The solution is decanted from solid and concentrated to give 9.4 g. of oil; pmr (CDCl3) δ1.58 and 1.63 (gem-dimethyl group).

Workup

  1. additionA stirred mixture of 10.2 g
  2. additionThe stirred mixture is treated with 0.59 g
  3. customThe solution is decanted from solid
  4. concentrationconcentrated
  5. customto give 9.4 g

Sources & evidence

ORD record
ord-9eea89c37fb14212a18fc3b322703e86
Source dataset
uspto-grants-1981_09
Patent number
US04288629

Reaction notes

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