Water → HCID 13563598, compound

HRID 638474Notes

Reaction equation

HRID 638474 reaction equation
[CH2:1]([C:3]1([NH2:9])[CH2:8][O:7][CH2:6][O:5][CH2:4]1)[CH3:2].[OH-].[Na+].O.[Br:13][CH:14]([CH2:18][Cl:19])[C:15](Cl)=[O:16]>C(Cl)Cl>[Br:13][CH:14]([CH2:18][Cl:19])[C:15]([NH:9][C:3]1([CH2:1][CH3:2])[CH2:8][O:7][CH2:6][O:5][CH2:4]1)=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 13823072HCID 13823072, compoundHCID 20249601HCID 20249601, compound

Product 1

HCID 13563598HCID 13563598, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Five and two-tenths g (0.04 mole) of 5-ethyl-5-amino-1,3-dioxane, 3.2 g (0.04 mole) of 50% sodium hydroxide, 10 ml of water, and 90 ml of methylene chloride were combined in a reaction flask. The mixture was cooled to below 35° C. Eight and two-tenths g (0.04 mole) of 2-bromo-3chloropropionyl chloride were added dropwise. The mixture was stirred for 1/2 hour, filtered, dried over magnesium sulfate, and vacuum stripped. Yield was 10.8 g of 5-(2'-bromo-3'-chloropropionyl) amino-5-ethyl-1,3-dioxane. m.p.=95°-109° C. Structure was confirmed by NMR.

Workup

  1. temperatureThe mixture was cooled to below 35° C
  2. filtrationfiltered
  3. dry with materialdried over magnesium sulfate, and vacuum

Sources & evidence

ORD record
ord-88e95af621d8459bbc4288ffb5d019bb
Source dataset
uspto-grants-1985_12
Patent number
US04561876

Reaction notes

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