Ethanol → N,N-dihexadecylhydroxylamine

HRID 2352325Notes

Reaction equation

HRID 2352325 reaction equation
[CH2:1]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[H][H].C([OH:38])C>>[CH2:18]([N:17]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[OH:38])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

Participants

4

Reactant 3

HCID 702EthanolHCID 85571N-Hexadecyl-1-hexadecanamineHCID 178418361HCID 178418361, compound

Product 1

HCID 9805244N,N-dihexadecylhydroxylamine

Procedure

The general procedure of Example 11 is followed using 100 grams (0.19 mol) of dihexadecylamine (451 eq. wt., 88% secondary amine, 30.2 grams (0.44 mol) of 50% aqueous hydrogen perioxide solution and 400 ml of ethanol. After stirring for 48 hours, the reaction mixture is filtered to give the above-named product which is twice recrystallized from 500 ml of chloroform. The desired product is obtained in a yield of 29.4 grams (32%) as white needles melting at 97°-99° C.

Workup

  1. filtrationthe reaction mixture is filtered
  2. customto give the above-named product which
  3. customis twice recrystallized from 500 ml of chloroform

Sources & evidence

ORD record
ord-986a93ce71c74377bba6c35e379b7fb9
Source dataset
uspto-grants-1989_10
Patent number
US04876300

Reaction notes

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