Trifluoroacetic acid → Ether hydrochloride

HRID 261202Notes

Reaction equation

HRID 261202 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[CH2:6][CH:7]3[CH:11]([C:12]([CH3:14])([OH:13])[C:4]=2[CH:3]=1)[CH2:10][N:9]([CH3:15])[CH2:8]3.F[C:19](F)(F)[C:20](O)=O>>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[CH2:6][CH:7]3[C:11](=[C:12]([CH3:14])[C:4]=2[CH:3]=1)[CH2:10][N:9]([CH3:15])[CH2:8]3.[ClH:1].[CH3:19][CH2:20][O:13][CH2:12][CH3:14]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 20395302HCID 20395302, compound

Product 2

HCID 10953452Ether hydrochlorideHCID 20395309HCID 20395309, compound

Procedure

A solution of 14 g of 6-chloro-3a,4,9,9a-tetrahydro-2,4-dimethylbenz[f]isoindolin-4-ol in 140 ml of trifluoro-acetic acid is stirred for one hour at room temperature and then evaporated. The residue is taken up in ice cold aqueous sodium hydroxide solution, extracted with methylene chloride, the organic phase dried over sodium sulphate and the solution evaporated. The title compound is obtained by crystallisation from methanolic hydrochloric acid/ether. M.P. 253°-255° (Hydrochloride salt form).

Workup

  1. customevaporated
  2. extractionextracted with methylene chloride
  3. dry with materialthe organic phase dried over sodium sulphate
  4. customthe solution evaporated

Sources & evidence

ORD record
ord-07fcc0fa6dd94cbc8b9bf54f602127ee
Source dataset
uspto-grants-1979_08
Patent number
US04164583

Reaction notes

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