Triethylamine → HCID 54723389, compound

HRID 1739757Notes

Reaction equation

HRID 1739757 reaction equation
C(N(CC)CC)C.[OH:8][C:9]1[C:14]2[CH:15]=[CH:16][C:17]([OH:20])=[C:18]([CH3:19])[C:13]=2[O:12][C:11](=[O:21])[CH:10]=1.[C:22]([Si:26]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)Cl)([CH3:25])([CH3:24])[CH3:23].P([O-])([O-])(O)=O.[Na+].[Na+]>O1CCCC1.CO>[CH3:25][C:22]([Si:26]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[O:20][C:17]1[CH:16]=[CH:15][C:14]2[C:9]([OH:8])=[CH:10][C:11](=[O:21])[O:12][C:13]=2[C:18]=1[CH3:19])([CH3:23])[CH3:24]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 24203Sodium Phosphate, DibasicHCID 94078tert-ButyldiphenylchlorosilaneHCID 546992094,7-Dihydroxy-8-methyl-2H-1-benzopyran-2-one

Product 1

HCID 54723389HCID 54723389, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

85 ml of triethylamine is agitated in a suspension containing 50 g of 4,7-dihydroxy-8-methyl-2H-1-benzopyran-2-one and 400 ml of tetrahydrofuran. A solution of 76 ml of terbutyldiphenylchlorosilane in 50 ml of tetrahydrofuran is added. The reaction mixture is agitated for 20 hours, then it is poured into a buffer solution of sodium hydrogen phosphate. Extraction is carried out with ethyl acetate, the organic phase is washed with water, dried and brought to dryness. A product is obtained which is taken up in methanol, agitation is carried out for 4 hours, followed by separating, washing and drying. 84,5 g of sought product is obtained.

Workup

  1. extractionExtraction
  2. washthe organic phase is washed with water
  3. customdried
  4. customA product is obtained which
  5. waitagitation is carried out for 4 hours
  6. customby separating
  7. washwashing
  8. customdrying

Sources & evidence

ORD record
ord-f177a53a454d4630aaade6bd836ea9bf
Source dataset
uspto-grants-1999_10
Patent number
US05968939

Reaction notes

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