1,1-Bis(hydroxymethyl)cyclopropane synthesis
- Product Name:1,1-Bis(hydroxymethyl)cyclopropane
- CAS Number:39590-81-3
- Molecular formula:C5H10O2
- Molecular Weight:102.13
1559-02-0
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7732-18-5
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39590-81-3
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Yield:39590-81-3 81 g (0.79 mol, 84%)
Reaction Conditions:
with sodium hydroxide in tetrahydrofuran
Steps:
17.7 Step 7
Step 7 1,1-cyclopropanedimethanol A solution of lithium aluminum hydride (50 g, 1.32 mol) in 1.6L of THF was cooled to -18° C. under N2. A solution of diethyl 1,1-cyclopropanedicarboxylate (175 g, 0.94 mol) in 1.2L of THF was then added dropwise over 50 min, at such a rate that the internal temperature of the reaction remained below 10° C. The cooling bath was then removed, and after 15 min, the temperature had reached 15° C. The reaction was then quenched by careful addition of 50 mL H2 O, followed by 50 mL of 15% NaOH, and then 150 mL of H2 O. After the mixture turned white, it was filtered through celite, and the bed was washed with 4L of THF. Evaporation gave an oil which was distilled to give 81 g (0.79 mol, 84%) of the title compound as a colorless oil, b.p. 131°-138° C./15 mm Hg. 1 H NMR (CDCl3) δ0.48 (4H, s), 3.30 (2H, s), 3.58 (4H, s).
References:
Merck Frosst Canada, Inc. US5212180, 1993, A
6914-71-2
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39590-81-3
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1559-02-0
317 suppliers
$5.00/5g
39590-81-3
278 suppliers
$10.00/5g
598-10-7
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$7.00/1g
39590-81-3
278 suppliers
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