Hydrochloric Acid → HCID 14570914, compound

HRID 1607286Notes

Reaction equation

HRID 1607286 reaction equation
[C:1]([CH2:6][O:7][C:8]1[CH:32]=[CH:31][C:11]([CH2:12][C:13]2[O:14][C:15]3[C:22]([Cl:23])=[CH:21][C:20]([CH2:24][CH2:25][CH3:26])=[C:19]([O:27]C(=O)C)[C:16]=3[C:17]=2[CH3:18])=[CH:10][CH:9]=1)([O:3]CC)=[O:2].O.Cl>CO.[OH-].[Na+]>[C:1]([CH2:6][O:7][C:8]1[CH:32]=[CH:31][C:11]([CH2:12][C:13]2[O:14][C:15]3[C:22]([Cl:23])=[CH:21][C:20]([CH2:24][CH2:25][CH3:26])=[C:19]([OH:27])[C:16]=3[C:17]=2[CH3:18])=[CH:10][CH:9]=1)([OH:3])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 14570913HCID 14570913, compound

Product 1

HCID 14570914HCID 14570914, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 2-(p-carboethoxymethoxybenzyl)-3-methyl-4-acetoxy-5-propyl-7-chlorobenzofuran (133 mg; 0.28 mmole) in methanol (10 mL) and 10N sodium hydroxide (1 mL) was stirred at room temperature for a period of 30 minutes. Water was then added and the mixture was acidified with 6N hydrochloric acid. The solid was filtered, washed with water, and air-dried to yield 93 mg (82%) of 2-(p-carboxymethoxybenzyl)-3-methyl-4-hydroxy-5-propyl-7-chlorobenzofuran, mp. 179°-180° C.

Workup

  1. filtrationThe solid was filtered
  2. washwashed with water
  3. customair-dried

Sources & evidence

ORD record
ord-5d26c978da274ce492c585645ae9345a
Source dataset
uspto-grants-1989_09
Patent number
US04863958

Reaction notes

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