Methanol → HCID 22388061, compound

HRID 1699842Notes

Reaction equation

HRID 1699842 reaction equation
C[O:2][C:3]([C:5]1[CH:27]=[CH:26][C:8]2[O:9][C:10]([CH3:25])=[C:11]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:15][CH:14]=3)[C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+].CO>O1CCCC1>[C:3]([C:5]1[CH:27]=[CH:26][C:8]2[O:9][C:10]([CH3:25])=[C:11]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:15][CH:14]=3)[C:7]=2[CH:6]=1)([OH:4])=[O:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 22388157HCID 22388157, compound

Product 1

HCID 22388061HCID 22388061, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5-(Methoxycarbonyl)-2-methyl-3-(4-phenylbenzyl)benzo[b]furan (1.31 g) was refluxed for 1 hr in a mixed solution of a 10% aqueous solution (10 ml) of sodium hydroxide, methanol (10 ml) and tetrahydrofuran (10 ml). The reaction mixture was concentrated and concentrated hydrochloric acid was added to acidify the solution. The precipitated solid was collected by filtration, washed with water and diisopropyl ether and dried to give the objective compound (0.68 g).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionconcentrated hydrochloric acid was added
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water and diisopropyl ether
  5. customdried

Sources & evidence

ORD record
ord-e3e7513fd74c46bead6e88ecda7942f1
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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