HCID 20545910, compound → HCID 20545927, compound

HRID 2059321Notes

Reaction equation

HRID 2059321 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][C:14]([O:18][CH2:19][CH:20]4[O:22][CH2:21]4)=[CH:15][CH:16]=3)[C:11](=[O:23])[C:10](C)(C)[CH2:9]2)=[CH:4][CH:3]=1.[CH3:26][NH:27][CH3:28].C(O)C>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][C:14]([O:18][CH2:19][CH:20]([OH:22])[CH2:21][N:27]([CH3:28])[CH3:26])=[CH:15][CH:16]=3)[C:11](=[O:23])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 20545910HCID 20545910, compoundHCID 22184060Dimethylamine ethanol

Product 1

HCID 20545927HCID 20545927, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4-(4-chlorophenyl)-7-(2,3-epoxypropoxy)-2,2-dimethyl-1-tetralone (4.0 g) in ethanol (40 ml) was added to 40% ethanol dimethylamine solution (20 ml), and the mixture left to stand overnight. The solvent was removed and the residue shaken with ether-dilute hydrochloric acid. The aqueous layer was separated, basified, extracted with ether, and the extract dried (MgSO4). Evaporation gave 4-(4-chlorophenyl)-7-(2-hydroxy-3-dimethylaminopropoxy)-1-tetralone (3.2 g, 71%) as a gummy solid.

Workup

  1. waitthe mixture left
  2. customThe solvent was removed
  3. customThe aqueous layer was separated
  4. extractionextracted with ether
  5. dry with materialthe extract dried (MgSO4)
  6. customEvaporation

Sources & evidence

ORD record
ord-11390cdfae6c480d80674c8c364f101e
Source dataset
uspto-grants-1982_03
Patent number
US04322370

Reaction notes

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