Sodium Hydroxide → HCID 11554399, compound

HRID 1441942Notes

Reaction equation

HRID 1441942 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.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[O:28])=[CH:22][C:21]=1[C:29]([F:32])([F:31])[F:30].[OH-].[Na+]>O1CCCC1>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([O:18][C:27](=[O:28])[NH:26][C:23]3[CH:24]=[CH:25][C:20]([Cl:19])=[C:21]([C:29]([F:30])([F:31])[F:32])[CH:22]=3)=[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 14798Sodium HydroxideHCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzeneHCID 68543194HCID 68543194, compound

Product 1

HCID 11554399HCID 11554399, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
35 °C

Procedure

A mixture of 1-benzyl-1, 2, 3, 4-tetrahydro-quinolin-6-ol (0.24 g., 1 mmol), 4-chloro-3-trifluoromethyl-phenyl isocyanate (0.265 g., 1 mmol), pulverized sodium hydroxide (0.044 g., 1 mmol) in dry tetrahydrofuran (20 ml) was stirred for 14 hours at room temperature (35° C.). The reaction mixture was concentrated under vaccum, diluted with water, extracted with chloroform and concentrated under vaccum. The residue was then chromatographed on silica gel using chloroform-hexane (30.70) as eluant to give 2k; yield: 0.20 g. (43.4%).

Workup

  1. concentrationThe reaction mixture was concentrated under vaccum
  2. additiondiluted with water
  3. extractionextracted with chloroform
  4. concentrationconcentrated under vaccum
  5. customThe residue was then chromatographed on silica gel

Sources & evidence

ORD record
ord-aa7ed92f4587487a8ab63fc4b957abdc
Source dataset
uspto-grants-2010_02
Patent number
US07655801B2

Reaction notes

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