Sodium Hydroxide → HCID 23102745, compound

HRID 969549Notes

Reaction equation

HRID 969549 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH2:8][CH2:7]1.[O-:22][C:23]#[N:24].[Na+].[OH-].[Na+]>C(O)(=O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:5][CH:6]1[CH2:7][CH2:8][N:9]([CH:12]2[CH2:13][CH2:14][N:15]([C:23]([NH2:24])=[O:22])[CH2:16][CH2:17]2)[CH2:10][CH2:11]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 517096Sodium CyanateHCID 223974344-(3,4-Dichloro-phenoxy)-[1,4']bipiperidine

Product 1

HCID 23102745HCID 23102745, compoundYield 57.5%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

4-(3,4-Dichlorophenoxy)-1,4′-bipiperidine (2.0 g) was dissolved in glacial acetic acid (0.608 ml), the solution was diluted with water (6 ml) and added with stirring to a solution of sodium cyanate (0.395 g) in warm water (3 ml). The reaction was allowed to stand for 30 mins. 2M Sodium hydroxide solution was added until the solution was alkaline. The resulting precipitate was collected and washed with water followed by dichloromethane and then dried to leave the sub-title compound (1.3 g; ES+ 372/374).

Workup

  1. additionadded
  2. customThe resulting precipitate was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-12dafa2ec9b84430a86738e493a92807
Source dataset
uspto-grants-2007_12
Patent number
US07307090B2

Reaction notes

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