3,4-dihydro-2H-pyran → 2H-Pyran, 2-(4-chlorobutoxy)tetrahydro-
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]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- washwashed with H2O (100 ml), aqueous NaHCO3 (1 M, 50 ml) and BR (50 ml)
- temperatureThe dried liquid was heated under reduced pressure
Sources & evidence
- ORD record
- ord-8d888550453845d89f366f2eeaefe39f
- Source dataset
- uspto-grants-1993_09
- Patent number
- US05243076
Reaction notes
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