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

HRID 337069

Reaction equation

HRID 337069 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-8158e9f3f7074379993b11da7f2de2d8
Source dataset
uspto-grants-2014_11
Patent number
US08889692B2

Linked notes

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