Cetyl Alcohol → HCID 20341035, compound

HRID 1394991Notes

Reaction equation

HRID 1394991 reaction equation
[CH2:1]([OH:17])[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-].[Na+].[CH3:20][O:21][C:22]1[CH:27]=[C:26]([N+:28]([O-:30])=[O:29])[C:25]([O:31][CH3:32])=[CH:24][C:23]=1[N+]([O-])=O>CN(C)C=O.O.C(O)(=O)C>[CH3:32][O:31][C:25]1[CH:24]=[C:23]([O: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])[C:22]([O:21][CH3:20])=[CH:27][C:26]=1[N+:28]([O-:30])=[O:29]

Participants

7

Reactant 3

HCID 2682Cetyl AlcoholHCID 24758Sodium hydrideHCID 10353709HCID 10353709, compound

Product 1

HCID 20341035HCID 20341035, compoundYield 60%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 12.7 g (0.0525 mole) of hexadecylalcohol and 2.50 g of a 55% by weight oily suspension of sodium hydride (0.057 mole) in 100 ml of dimethylformamide was stirred for 1 h at 50° C. (formation of foam). Thereafter 11.4 g (0.05 mole) of 1,4-dimethoxy-2,5-dinitrobenzene prepared as illustrated hereinbefore was added and the mixture was stirred for 1 h at 50° C. The mixture was poured in 500 ml of water and 10 ml of acetic acid. The precipitate which was formed, was filtered off and washed with water, dried and recrystallized from methanol. Yield: 60%; melting point: 71° C.

Workup

  1. additionwas added
  2. stirringthe mixture was stirred for 1 h at 50° C
  3. customThe precipitate which was formed
  4. filtrationwas filtered off
  5. washwashed with water
  6. customdried
  7. customrecrystallized from methanol

Sources & evidence

ORD record
ord-a37f7667f5a24631acdb321394965ee6
Source dataset
uspto-grants-1980_05
Patent number
US04201584

Reaction notes

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