Peracetic Acid → Acetic acid 2,5-bis(benzyloxy)phenyl ester

HRID 1455017Notes

Reaction equation

HRID 1455017 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][C:10]=1C(=O)C)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:26]([O:29]O)(=[O:28])[CH3:27]>C(O)(=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][C:10]=1[O:29][C:26](=[O:28])[CH3:27])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 127460231-(2,5-Bis(benzyloxy)phenyl)ethanone

Product 1

HCID 69017220Acetic acid 2,5-bis(benzyloxy)phenyl ester

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 1-[2,5-bis(benzyloxy)phenyl]ethanone (2.25 g) and peracetic acid 40% (1.63 ml) in acetic acid (5.4 ml) was stirred at 60° C. for 1 h. After cooling to room temperature the precipitated product was collected by filtration, washed with cold ether and dried under reduced pressure. Acetic acid 2,5-bis(benzyloxy)phenyl ester was recrystallized from 2-propanol. Yield is 1.87 g. 1H NMR (DMSO-d6) δ: 2.23 (s, 1H), 5.03 (s, 2H), 5.05 (s, 2H), 6.84-7.44 (m, 13H).

Workup

  1. filtrationwas collected by filtration
  2. washwashed with cold ether
  3. customdried under reduced pressure
  4. customAcetic acid 2,5-bis(benzyloxy)phenyl ester was recrystallized from 2-propanol

Sources & evidence

ORD record
ord-b587fbe1a0684cac9fed22989ee973ad
Source dataset
uspto-grants-2009_01
Patent number
US07482340B2

Reaction notes

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