Triethylamine → HCID 46929757, compound

HRID 1441937Notes

Reaction equation

HRID 1441937 reaction equation
[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:19]([N:25]=[C:26]=[O:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([O:18][C:26](=[O:27])[NH:25][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 75659Hexyl isocyanateHCID 68543194HCID 68543194, compound

Product 1

HCID 46929757HCID 46929757, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Mixture of 1-benzyl-1,2,3,4-tetrahydro-quinolin-6-ol (0.239 g., 1 mmol), hexyl isocyanate (0.174 ml, 1.2 mmol) and triethylamine (1 ml) in dry chloroform (10 ml) was heated with stirring for 48 hours. The reaction mixture was cooled, washed with water (2×5 ml), dried over sodium sulphate and concentrated under vaccum. The residue so obtained was chromatographed with 20:80 chloroform:hexane as eluant to give 2 h; yield. 0.25 g. (68.3%).

Workup

  1. temperaturewas heated
  2. temperatureThe reaction mixture was cooled
  3. washwashed with water (2×5 ml)
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated under vaccum
  6. customThe residue so obtained
  7. customwas chromatographed with 20:80 chloroform
  8. customhexane as eluant to give 2 h
  9. customyield

Sources & evidence

ORD record
ord-0a5d4fb1652544b1961ba99d34003c43
Source dataset
uspto-grants-2010_02
Patent number
US07655801B2

Reaction notes

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