Methanol → HCID 13851595, compound

HRID 2308961Notes

Reaction equation

HRID 2308961 reaction equation
C[O:2][C:3]1[C:8]2[CH2:9][C@@H:10]3[C@@H:15]([CH2:16][C:7]=2[CH:6]=[CH:5][CH:4]=1)[N:14]([CH2:17][CH2:18][CH3:19])[CH2:13][CH2:12][CH2:11]3.B(Br)(Br)Br.CO>C(Cl)Cl>[OH:2][C:3]1[C:8]2[CH2:9][C@@H:10]3[C@@H:15]([CH2:16][C:7]=2[CH:6]=[CH:5][CH:4]=1)[N:14]([CH2:17][CH2:18][CH3:19])[CH2:13][CH2:12][CH2:11]3

Participants

5

Reactant 3

HCID 887MethanolHCID 25134Boron tribromideHCID 13851593HCID 13851593, compound

Product 1

HCID 13851595HCID 13851595, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1.6 g of trans-1,2,3,4,4a,5,10,10a-octahydro-6-methoxy-N-n-propylbenzo[g]quinoline are dissolved in 100 ml of methylene chloride. 1.5 ml of boron tribromide, dissolved in 20 ml of methylene chloride are added dropwise and the mixture is stirred for 1.5 hours at room temperature. An excess of methanol is added to the mixture which is then concentrated in vacuum. This is repeated twice.

Workup

  1. additionare added dropwise
  2. concentrationis then concentrated in vacuum

Sources & evidence

ORD record
ord-0963d60bf8734058990e7029b5e504eb
Source dataset
uspto-grants-1987_09
Patent number
US04692453

Reaction notes

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