3,4-dihydro-2H-pyran → 2H-Pyran, 2-(4-chlorobutoxy)tetrahydro-

HRID 5214

Reaction equation

HRID 5214 reaction equation
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.[Cl:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12]>Cl>[Cl:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][CH:6]1[CH2:5][CH2:4][CH2:3][CH2:2][O:1]1

Participants

4

Reactant 2

HCID 80803,4-dihydro-2H-pyranHCID 135694-Chloro-1-butanol

Product 1

HCID 1704882H-Pyran, 2-(4-chlorobutoxy)tetrahydro-Yield 89.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Procedure

Dihydropyran (15.5 g) was added dropwise to a mixture of 4-chlorobutanol (20 g) and hydrochloric acid (18 M, 1 drop) at RT. The mixture was stirred for 30 min and washed with H2O (100 ml), aqueous NaHCO3 (1 M, 50 ml) and BR (50 ml). The dried liquid was heated under reduced pressure to leave the title compound as a colourless liquid (31.9 g). T.l.c. [L] Rf 0.5.

Workup

  1. washwashed with H2O (100 ml), aqueous NaHCO3 (1 M, 50 ml) and BR (50 ml)
  2. temperatureThe dried liquid was heated under reduced pressure

Sources & evidence

ORD record
ord-8d888550453845d89f366f2eeaefe39f
Source dataset
uspto-grants-1993_09
Patent number
US05243076

Linked notes

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