Ammonium Hydroxide → 6-Hydroxycaproamide

HRID 380066Notes

Reaction equation

HRID 380066 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[O:8].[NH4+:9].[OH-]>O>[OH:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]([NH2:9])=[O:1]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 190319Hexanal, 6-hydroxy-

Product 1

HCID 118153906-HydroxycaproamideYield 35%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

5.28 Grams (45 mmols) of 6-hydroxyhexanal was charged to a 100 milliliter Schlenk flask and dissolved in 10 milliliters of deionized water by heating to 85-95° C. in a water bath. The resulting solution was charged to the Parr autoclave containing 35 milliliters of NH4OH. The reactor was placed under 400 psi air, heated to 80° C. and a 500 psi air purge was established. Reaction was allowed to proceed for 3 hours. At that time, reaction conversion was virtually complete and 6-hydroxycaproamide was formed in 35% yield.

Workup

  1. additionThe resulting solution was charged to the Parr autoclave
  2. temperatureheated to 80° C.
  3. customa 500 psi air purge
  4. customReaction
  5. customAt that time, reaction conversion

Sources & evidence

ORD record
ord-bc1a13dca6e547b59221049c6590b31f
Source dataset
uspto-grants-2001_10
Patent number
US06300496B1

Reaction notes

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