Hydrochloric Acid → butyl (tetrahydro-2H-pyran-2-yloxy)acetate

HRID 2296062Notes

Reaction equation

HRID 2296062 reaction equation
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.[CH2:7]([O:11][C:12](=[O:15])[CH2:13][OH:14])[CH2:8][CH2:9][CH3:10].Cl.C(=O)(O)[O-].[Na+]>>[CH2:7]([O:11][C:12](=[O:15])[CH2:13][O:14][CH:6]1[CH2:5][CH2:4][CH2:3][CH2:2][O:1]1)[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 80803,4-dihydro-2H-pyranHCID 81882Butyl GlycolateHCID 516892Sodium Bicarbonate

Product 1

HCID 54188463butyl (tetrahydro-2H-pyran-2-yloxy)acetate

Procedure

84 g of 3,4-dihydro-2H-pyran and 132 g of glycolic acid butyl ester are dissolved at room temperature. To this solution are added 0.5 ml of concentrated hydrochloric acid, whereupon the temperature immediately rises to 90°. The solution is cooled to room temperature and stirred for 2 hours. After the addition of 1 g of sodium bicarbonate, the crude product is distilled under 17 Torr to obtain 2-(tetrahydropyran-2-yloxy)-acetic acid butyl ester, B.P. 127°/17 Torr.

Workup

  1. customimmediately rises to 90°
  2. distillationthe crude product is distilled under 17 Torr

Sources & evidence

ORD record
ord-f6b175dcce014e3f9dabc4ceb9a87aaa
Source dataset
uspto-grants-1984_01
Patent number
US04427590

Reaction notes

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