Hydrochloric Acid → HCID 20092191, compound

HRID 274189Notes

Reaction equation

HRID 274189 reaction equation
[CH3:1][C:2]([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])([CH2:6][O:7]C(=O)C)[C:3]([OH:5])=[O:4].[OH-].[Na+].Cl>O>[CH3:1][C:2]([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])([CH2:6][OH:7])[C:3]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20092192HCID 20092192, compound

Product 1

HCID 20092191HCID 20092191, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 100 mL 3-necked RB flask, acid (1) (4.8 g, 0.022 mol) was stirred at reflux with a solution of sodium hydroxide (4.0 g) in water (40 mL) for 20 hours. The mixture was cooled and acidified with concentrated HCl. After drying, there was obtained 2-methyl-2-neopentyl-3-hydroxypropionic acid (2) (3.2 g, 85% yield), m.p. 96.5°-100° C.; recrystallized from n-hexane, m.p. 99°-101° C. 1H NMR (CDCl3): 0.97 (s, 9H), 1.31 (s, 3H), 1.74, 1.54 (AB, 2H), 3.88, 3.40 (AB, 2H), ca. 6.75 (s broad, 2H).

Workup

  1. temperatureThe mixture was cooled
  2. customAfter drying

Sources & evidence

ORD record
ord-1ff5b2df356c44eead90a98c33e94e23
Source dataset
uspto-grants-1995_02
Patent number
US05389447

Reaction notes

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