Ammonium Chloride → HCID 54395372, compound

HRID 1576591Notes

Reaction equation

HRID 1576591 reaction equation
[CH2:1]([Li])[CH3:2].[CH3:4][C:5]([CH:10]=[CH:11][CH2:12][CH:13]([CH3:21])[CH2:14][CH2:15][CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:6][C:7]([OH:9])=O.[Cl-].[NH4+]>C1C=CC=CC=1.CCOCC>[CH3:4][C:5]([CH:10]=[CH:11][CH2:12][CH:13]([CH3:21])[CH2:14][CH2:15][CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:6][C:7](=[O:9])[CH2:1][CH3:2]

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 54548815HCID 54548815, compoundHCID 178506846HCID 178506846, compound

Product 1

HCID 54395372HCID 54395372, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 3283Diethyl EtherSolvent3×

Procedure

To a stirred solution of 9.5 ml. of a one molar solution of ethyllithium in benzene and 50 ml ether, under nitrogen is added at 0° 1.0 g. of 3,7,11,11-tetramethyldodeca-2,4-dienoic acid in 10 ml. ether. The reaction mixture is stirred for three hours and then is poured into a rapidly stirred saturated aqueous ammonium chloride solution followed by the addition of 50 ml. of ether. The organic layer is separated and then is washed with saturated sodium chloride. The solution is dried over magnesium sulfate and the solvent is removed to yield 5,9,13,13-tetramethyltetradeca-4,6-dien-3-one.

Workup

  1. additionfollowed by the addition of 50 ml
  2. customThe organic layer is separated
  3. washis washed with saturated sodium chloride
  4. dry with materialThe solution is dried over magnesium sulfate
  5. customthe solvent is removed

Sources & evidence

ORD record
ord-43910ddcdbef4d069f7bed49aeeb9259
Source dataset
uspto-grants-1976_09
Patent number
US03981922

Reaction notes

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