2(3H)-Benzoxazolone, 6-acetyl- → 6-(1-Hydroxyethyl)benzoxazol-2(3H)-one

HRID 655341Notes

Reaction equation

HRID 655341 reaction equation
[C:1]([C:4]1[CH:13]=[CH:12][C:7]2[NH:8][C:9](=[O:11])[O:10][C:6]=2[CH:5]=1)(=[O:3])[CH3:2]>CO.[Pd]>[OH:3][CH:1]([C:4]1[CH:13]=[CH:12][C:7]2[NH:8][C:9](=[O:11])[O:10][C:6]=2[CH:5]=1)[CH3:2]

Participants

4

Reactant 1

HCID 6890542(3H)-Benzoxazolone, 6-acetyl-

Product 1

HCID 412276-(1-Hydroxyethyl)benzoxazol-2(3H)-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2.5 g (14.1 mmol) of 6-acetyl-3H-benzoxazol-2-one are dissolved in 150 ml of methanol, and the mixture is stirred for 5 h with 2.5 g of palladium on activated carbon (5%) and under a hydrogen atmosphere. The catalyst is filtered off with suction and rinsed with methanol. The filtrate is evaporated to dryness and dried in vacuo.

Workup

  1. filtrationThe catalyst is filtered off with suction
  2. washrinsed with methanol
  3. customThe filtrate is evaporated to dryness
  4. customdried in vacuo

Sources & evidence

ORD record
ord-edec4bed602044cd8a947c0d5675b6e3
Source dataset
uspto-grants-2011_12
Patent number
US08071593B2

Reaction notes

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