Water → HCID 13563595, compound

HRID 638473Notes

Reaction equation

HRID 638473 reaction equation
[CH3:1][C:2]1([NH2:8])[CH2:7][O:6][CH2:5][O:4][CH2:3]1.[OH-].[Na+].O.[Br:12][CH:13]([CH2:17][Br:18])[C:14](Cl)=[O:15]>C(Cl)Cl>[CH3:1][C:2]1([NH:8][C:14](=[O:15])[CH:13]([Br:12])[CH2:17][Br:18])[CH2:7][O:6][CH2:5][O:4][CH2:3]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 867902,3-Dibromopropanoyl chlorideHCID 135635945-Methyl-1,3-dioxan-5-amine

Product 1

HCID 13563595HCID 13563595, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-10 °C

Procedure

Five and nine-tenths grams (g) (0.05 mole) of 5-methyl-5-amino-1,3-dioxane, 3.2 g (0.04 mole) of 50% sodium hydroxide, 8 milliliters (ml) of water and 55 ml of methylene chloride were combined in a reaction flask. The mixture was cooled to -10° C. Ten g (0.04 mole) of 2,3-dibromopropionyl chloride were added dropwise. The reaction mixture was stirred for 2 hours and then vacuum stripped. The product was recrystallized in ethanol/water. Yield was 8.7 g of 5-methyl-5-(2',3'-dibromopropionyl)amino-1,3-dioxane. m.p.=115°-119° C. Structure was confirmed by NMR spectroscopy.

Workup

  1. customThe product was recrystallized in ethanol/water

Sources & evidence

ORD record
ord-8dacf152e51441619a48d79346fa4559
Source dataset
uspto-grants-1985_12
Patent number
US04561876

Reaction notes

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