Methanol → HCID 15729799, compound

HRID 1904555Notes

Reaction equation

HRID 1904555 reaction equation
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][C:9]2[CH:21]=[CH:20][C:12]3[C:13]([CH3:19])([CH3:18])[CH:14]=[C:15]([CH3:17])[O:16][C:11]=3[CH:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:24][OH:25]>C1(C)C=CC=CC=1>[CH3:24][O:25][C:15]1([CH3:17])[CH2:14][C:13]([CH3:19])([CH3:18])[C:12]2[CH:20]=[CH:21][C:9]([O:8][C:7]3[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:23][CH:22]=3)=[CH:10][C:11]=2[O:16]1

Participants

4

Reactant 2

HCID 887MethanolHCID 15729806HCID 15729806, compound

Product 1

HCID 15729799HCID 15729799, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of the 7-(4-nitrophenoxy)-2,4,4-trimethyl-4H-1-benzopyran obtained in Referential Example 43, 66 ml of methanol, 0.7 g of Amberlyst-15 and 6 ml of toluene was stirred for 4.5 hours, and Amberlyst-15 was separated by filtration. The filtrate was concentrated, and 30 ml of methanol was added. Crystals that precipitated were collected by filtration, washed with 50 ml of methanol, and dried to give 6.7 g (90%) of the desired product as a white powder (melting point 125° C.).

Workup

  1. customAmberlyst-15 was separated by filtration
  2. concentrationThe filtrate was concentrated
  3. addition30 ml of methanol was added
  4. customCrystals that precipitated
  5. filtrationwere collected by filtration
  6. washwashed with 50 ml of methanol
  7. customdried

Sources & evidence

ORD record
ord-371d017e1e7c4f81b503adb1099414ae
Source dataset
uspto-grants-1989_06
Patent number
US04838924

Reaction notes

Loading…