Tetrahydrofuran → HCID 21841062, compound

HRID 1739465Notes

Reaction equation

HRID 1739465 reaction equation
[CH2:1]([C:8]1[CH:25]=[CH:24][CH:23]=[C:22]([Br:26])[C:9]=1[O:10][CH2:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1COCC1.[OH-].[Na+]>C(O)C>[CH2:1]([C:8]1[CH:25]=[CH:24][CH:23]=[C:22]([Br:26])[C:9]=1[O:10][CH2:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 21840916HCID 21840916, compound

Product 1

HCID 21841062HCID 21841062, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 4-(2-benzyl-6-bromophenoxymethyl)benzoate (prepared below) was dissolved in ethanol (50 ml) and THF (15 ml) and treated with a solution of sodium hydroxide (1N, 32 ml). The reaction was stirred for 72 hours, partially evaporated and the residue diluted with water and acidified with ethyl acetate to give a precipitate. The precipitate was recrystallised from ethanol/water to give the title product. MS (CI+): 397(M+H)+Elemental analysis: Calc: 63.5%C, 4.31%H Found: 63.3%C, 4.3%H

Workup

  1. custompartially evaporated
  2. additionthe residue diluted with water
  3. customto give a precipitate
  4. customThe precipitate was recrystallised from ethanol/water

Sources & evidence

ORD record
ord-4a3a0b63b3fe4ce1b8ace322c681e2ce
Source dataset
uspto-grants-1999_10
Patent number
US05965741

Reaction notes

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