Tetrahydrofuran → 3,3-Diethoxy-1-propanol
Reaction equation
O1CCCC1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:12]([O:14][CH:15]([O:22][CH2:23][CH3:24])[CH2:16][C:17](OCC)=[O:18])[CH3:13]>O>[CH2:12]([O:14][CH:15]([O:22][CH2:23][CH3:24])[CH2:16][CH2:17][OH:18])[CH3:13]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 10 °C
Procedure
In the following, tetrahydrofuran (THF) to be used was dehydrated on molecular sieves of 4 angstrom overnight. Inside of a 5 L four-neck flask was substituted with nitrogen gas and 2.2 kg of THF was placed therein, followed by cooling to 10° C. or lower. Then, 50 g of lithium aluminum hydride was placed therein and 250 g of ethyl 3,3-diethoxypropionate was added dropwise so that inner temperature did not exceed 10° C. After completion of the dropwise addition, temperature was elevated to 20° C. and reaction was carried out for 1 hour. After the reaction, 420 g of distilled water was added and the whole was stirred for 2 hours, then filtration was performed through No. 2 filtration paper, and subsequently a cake was washed with 1.1 kg of THF. The filtrate was concentrated at 40° C. to obtain 213 g of crude 3,3-diethoxy-1-propanol (hereinafter 33DEP).
Workup
- customto be used was dehydrated on molecular sieves of 4 angstrom overnight
- customdid not exceed 10° C
- additionAfter completion of the dropwise addition, temperature
- customwas elevated to 20° C.
- customreaction
- additionwas added
- filtrationfiltration
- filtration2 filtration paper
- washsubsequently a cake was washed with 1.1 kg of THF
- concentrationThe filtrate was concentrated at 40° C.
Sources & evidence
- ORD record
- ord-e17e15b67a784746bec1d38aee0679ab
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08952203B2
Reaction notes
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