Ammonia → 2-Hydroxy-alpha,alpha-dimethyl-benzeneacetamide

HRID 1697328

Reaction equation

HRID 1697328 reaction equation
[CH3:1][C:2]1([CH3:12])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]1=[O:11].[NH3:13]>CO>[OH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:2]([CH3:12])([CH3:1])[C:3]([NH2:13])=[O:11]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 5956202(3H)-Benzofuranone, 3,3-dimethyl-

Product 1

HCID 866632482-Hydroxy-alpha,alpha-dimethyl-benzeneacetamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

3,3-Dimethylbenzofuran-2(3H)-one (Example 198a, 19.7 g) was dissolved in 7N ammonia in methanol (50 mL) under nitrogen. The resulting solution was stirred at 25° C. for 16 h. The reaction mixture was evaporated to afford crude product. The solid was triturated with diethyl ether and filtered to give the subtitle compound (15.34 g).

Workup

  1. customThe reaction mixture was evaporated
  2. customto afford crude product
  3. customThe solid was triturated with diethyl ether
  4. filtrationfiltered

Sources & evidence

ORD record
ord-507d9bb5aaf2476ea2cb8e36ea591080
Source dataset
uspto-grants-2012_04
Patent number
US08163905B2

Linked notes

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