Pinacol → Propylene glycol methyl ether acetate

HRID 708311Notes

Reaction equation

HRID 708311 reaction equation
[OH:1][C:2]([C:5]([OH:8])(C)[CH3:6])(C)C.[O-:9][CH2:10][CH2:11]CC.[O-][CH2:15]CCC.[O-]CCCC.[O-]CCCC.[Ti+4:29]>C(O)CCC>[CH3:6][CH:5]([O:8][C:10]([CH3:11])=[O:9])[CH2:2][O:1][CH3:15].[Ti:29]

Participants

5

Reactant 2

HCID 6425PinacolHCID 21801Titanium tetrabutoxide

Product 2

HCID 7946Propylene glycol methyl ether acetateHCID 23963Titanium

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Pinacol (130 g) was added to BOH solution (500 g) of a commercially available titanium tetrabutoxide tetramer (243 g) and agitated at room temperature for 30 minutes. After the solution was concentrated under reduced pressure at 40° C., it was heated to 60° C. and heating was continued under reduced pressure to generate no distillate. Then, PGMEA (1,200 g) was added thereto and heated under reduced pressure at 50° C. until no BOH was distilled to obtain a PGMEA solution of a titanium-containing compound [A-IV] (1,000 g) (compound concentration: 22%). The molecular weight (Mw) of the compound measured in terms of polystyrene was 1,150.

Workup

  1. concentrationAfter the solution was concentrated under reduced pressure at 40° C.
  2. temperatureit was heated to 60° C.
  3. temperatureheating
  4. additionThen, PGMEA (1,200 g) was added
  5. temperatureheated under reduced pressure at 50° C. until no BOH
  6. distillationwas distilled

Sources & evidence

ORD record
ord-f153824b810c48bcb14bd393f7b5a09c
Source dataset
uspto-grants-2015_11
Patent number
US09176382B2

Reaction notes

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