Ethanol → HCID 19766983, compound

HRID 1591394Notes

Reaction equation

HRID 1591394 reaction equation
CO[N:3]=[C:4]1[CH2:13][CH2:12][C:11]2[CH:10]=[C:9]([CH2:14][C:15](OCC)=[O:16])[CH:8]=[CH:7][C:6]=2[CH2:5]1.C(O)C.[ClH:23].C(O)C>O1CCCC1>[ClH:23].[NH2:3][CH:4]1[CH2:13][CH2:12][C:11]2[CH:10]=[C:9]([CH2:14][CH2:15][OH:16])[CH:8]=[CH:7][C:6]=2[CH2:5]1

Participants

5

Reactant 3

HCID 702EthanolHCID 21887872Ethanol hydrochlorideHCID 54211626HCID 54211626, compound

Product 1

HCID 19766983HCID 19766983, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

5.5 ml of 2M borane-methylsulfide complex in tetrahydrofuran are added to a solution of 1.31 g of ethyl 6-methoxyimino-5,6,7,8-tetrahydronaphthalene-2-acetate in tetrahydrofuran under argon at -5° to 0° C., and the mixture is stirred at room temperature overnight. Ethanol and 9% hydrogen chloride-ethanol are added to the mixture under cooing and stirring, and the mixture is stirred at room temperature for 30 minutes. After the solvent is distilled off, the residue is crystallized with a mixture of ethanol and ether to give 990 mg of 2-(6-amino-5,6,7,8-tetrahydronaphthalene-2-yl)ethanol hydrochloride as colorless solid.

Workup

  1. stirringstirring
  2. stirringthe mixture is stirred at room temperature for 30 minutes
  3. distillationAfter the solvent is distilled off
  4. customthe residue is crystallized with a mixture of ethanol and ether

Sources & evidence

ORD record
ord-ec7fc2a28cc14006b960aa3f625f8351
Source dataset
uspto-grants-1993_04
Patent number
US05206418

Reaction notes

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