Methylamine → HCID 20545896, compound

HRID 2059322Notes

Reaction equation

HRID 2059322 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]([CH3:25])([CH3:24])[CH2:9]2)=[CH:4][CH:3]=1.[CH3:26][NH2:27]>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][NH:27][CH3:26])=[CH:15][CH:16]=3)[C:11](=[O:23])[C:10]([CH3:25])([CH3:24])[CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 20545910HCID 20545910, compound

Product 1

HCID 20545896HCID 20545896, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 4-(4-chlorophenyl)-7-(2,3-epoxypropoxy)-2,2-dimethyl-1-tetralone (3.7 g) in ethanol (25 ml) was added methylamine (8 ml) in ethanol (8 ml). The mixture was allowed 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-methylaminopropoxy)-2,2-dimethyl-1-tetralone as a semi-solid foam.

Workup

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

Sources & evidence

ORD record
ord-d8a6dfe17ff5432db086a7f48216f016
Source dataset
uspto-grants-1982_03
Patent number
US04322370

Reaction notes

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