Acetic Acid → HCID 178434811, compound

HRID 1162171Notes

Reaction equation

HRID 1162171 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]3[C:16](=[O:17])[CH2:15][C:14]([CH3:19])([CH3:18])[CH2:13][C:12]3=[O:20])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[C:21](O)(=O)[CH3:22].C(OC(=O)C)(=O)C.[Cl:32]([OH:36])(=[O:35])(=[O:34])=[O:33]>C(OCC)C>[Cl:32]([O-:36])(=[O:35])(=[O:34])=[O:33].[F:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[C:11]4[C:12](=[O:20])[CH2:13][C:14]([CH3:18])([CH3:19])[CH2:15][C:16]=4[O+:17]=[C:21]([CH3:22])[C:7]=3[NH:8][C:9]=2[CH:10]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 24247Perchloric AcidHCID 59520033HCID 59520033, compound

Product 1

HCID 178434811HCID 178434811, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-(6-Fluoro-1H-indol-3-yl)-5,5-dimethylcyclohexane-1,3-dione of Example 3a (0.575 g, 2.1 mmol) was slowly added at room temperature under stirring to a freshly prepared mixture of acetic acid (2 mL), acetic anhydride (2.1 mL) and 70% aqueous perchloric acid (0.17 mL). The reaction mixture was stirred at room temperature for 4 h, diethyl ether (5 mL) was added, and the product was filtered off, washed with diethyl ether and dried at room temperature to give 0.72 g (89%) of the bright yellow crystals. The product was used in the next step without purification.

Workup

  1. filtrationthe product was filtered off
  2. washwashed with diethyl ether
  3. customdried at room temperature

Sources & evidence

ORD record
ord-0efa45b7fac740cc8772ace4c117a041
Source dataset
uspto-grants-2010_10
Patent number
US07820691B2

Reaction notes

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