Methanol → HCID 22388061, compound

HRID 1072821Notes

Reaction equation

HRID 1072821 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-722e4e9fa9674845bf6f5a4f75ccde26
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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