Ethanol → HCID 59591072, compound

HRID 2383307Notes

Reaction equation

HRID 2383307 reaction equation
[CH2:1]([O:5][C:6](=[O:21])[CH2:7][CH:8]1[C:17]2[C:12](=[C:13]([CH3:20])[C:14]([O:18]C)=[CH:15][CH:16]=2)[CH2:11][CH2:10][NH:9]1)[CH2:2][CH2:3][CH3:4].B(Br)(Br)Br.C(O)C>ClCCl>[CH2:1]([O:5][C:6](=[O:21])[CH2:7][CH:8]1[C:17]2[C:12](=[C:13]([CH3:20])[C:14]([OH:18])=[CH:15][CH:16]=2)[CH2:11][CH2:10][NH:9]1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 702EthanolHCID 25134Boron tribromideHCID 59591077HCID 59591077, compound

Product 1

HCID 59591072HCID 59591072, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of butyl[5-methyl-6-(methyloxy)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetate (Preparation 14; 707 mg, 2.43 mmol) in dichloromethane (20 ml) at 0° C. under nitrogen was added boron tribromide (1.15 ml; 12.1 mmol) dropwise under nitrogen. The mixture was stirred at 0° C. for 30 min, and ethanol (3 ml) was added slowly to the mixture. After 10 min, the solvent was removed in vacuo and the

Workup

  1. waitAfter 10 min
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-90ef318df2b34e5a893c93cde1a33a61
Source dataset
uspto-grants-2012_09
Patent number
US08263620B2

Reaction notes

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