1-Bromohexane → HCID 54034378, compound

HRID 248352Notes

Reaction equation

HRID 248352 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[C:10](\[N+:22]#[C-:23])/[C:11](/[N+:20]#[C-:21])=[CH:12]/[C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:30](Br)[CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]>CN(C=O)C>[CH2:30]([O:19][C:16]1[CH:17]=[CH:18][C:13]([CH:12]=[C:11]([N+:20]#[C-:21])[C:10]([N+:22]#[C-:23])=[CH:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[CH:14][CH:15]=1)[CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

Participants

5

Reactant 3

HCID 81011-BromohexaneHCID 11430Potassium CarbonateHCID 6441021xanthocillin X monomethyl ether

Product 1

HCID 54034378HCID 54034378, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

13 mg of xanthocillin X monomethyl ether was dissolved in 2 ml of DMF and 40 mg of potassium carbonate was added thereto. Further, 50 μl of n-hexyl bromide was added thereto and the mixture thus formed was extracted with 30 ml portions of ethyl acetate thrice. The extracts were combined, successively washed with water and a saturated aqueous solution of sodium chloride and dried over sodium sulfate. The sodium sulfate was filtered off and the solvent was distilled from the filtrate. Thus 15 mg of 1-(4'-n-hexyloxyphenyl)-4-(4'-methoxyphenyl)-2,3-diisocyano-1,3-butadiene was obtained in the form of a brown solid. Yield: 94%.

Workup

  1. customthe mixture thus formed
  2. extractionwas extracted with 30 ml portions of ethyl acetate thrice
  3. washsuccessively washed with water
  4. dry with materiala saturated aqueous solution of sodium chloride and dried over sodium sulfate
  5. filtrationThe sodium sulfate was filtered off
  6. distillationthe solvent was distilled from the filtrate

Sources & evidence

ORD record
ord-7ae9a2fe3d7d477693aba126e9f970dd
Source dataset
uspto-grants-1993_05
Patent number
US05210097

Reaction notes

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