Water → HCID 53735798, compound

HRID 248351Notes

Reaction equation

HRID 248351 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)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.O>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)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 6441021xanthocillin X monomethyl ether

Product 1

HCID 53735798HCID 53735798, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

16 mg of xanthocillin X monomethyl ether was dissolved in 3 ml of DMF and 48 mg of potassium carbonate was added thereto. Further, 48 μl of benzyl bromide was added thereto and the mixture thus formed was stirred at room temperature for 20 hours. Then the reaction mixture was poured into 50 ml of water and 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 20 mg of 1-(4'-benzyloxy- (5H, m) and 7.80 (4H, d).

Workup

  1. customthe mixture thus formed
  2. extractionextracted 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-ca308419ce4549e18e3e42b425831740
Source dataset
uspto-grants-1993_05
Patent number
US05210097

Reaction notes

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