Water → 4-Hydroxybutyl acetate

HRID 1415440

Reaction equation

HRID 1415440 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9]C(=O)C)(=[O:3])[CH3:2].O.C(OC(OC(=O)C)CCC)(=O)C.O1CCCC1>C(O)(=O)C>[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][OH:9])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 69410Butylene glycol diacetateHCID 182019Butanediol, diacetate

Product 1

HCID 101032094-Hydroxybutyl acetateYield 0.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The tube reactor is charged with 85 grams of silica-magnesia catalyst (70% silica- 30% magnesia, 3/16 × 3/16 pills, Davison Chemical) and maintained at 220°-250° C. As in Example 1, 50.0 grams of 1,4-butanediol diacetate and 50 ml. of water are copassed over one hour. The effluent contains, as shown by quantitative glpc analysis, 12.2 grams of the unconverted butanediol diacetate (24% recovery), 15.1 grams of tetrahydrofuran and 24.4 grams of acetic acid (96% and 93% yields, respectively, based on 76% conversion), and 0.1 grams of 4-acetoxybutanol (0.3% yield).

Workup

  1. additionThe tube reactor is charged with 85 grams of silica-magnesia catalyst (70% silica- 30% magnesia, 3/16 × 3/16 pills, Davison Chemical)
  2. temperaturemaintained at 220°-250° C
  3. customyields

Sources & evidence

ORD record
ord-e5859349f06a4348b88439651eade622
Source dataset
uspto-grants-1977_01
Patent number
US04005113

Linked notes

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