Sodium Cyanide → HCID 22241346, compound

HRID 892168Notes

Reaction equation

HRID 892168 reaction equation
[C-:1]#[N:2].[Na+].Cl[CH2:5][C:6]1[CH:31]=[CH:30][CH:29]=[CH:28][C:7]=1[CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:25]=[CH:26][CH:27]=1)[O:13][CH2:14][C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=1>CS(C)=O>[N:16]1[C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:23]=[CH:24][C:15]=1[CH2:14][O:13][C:12]1[CH:11]=[C:10]([CH:27]=[CH:26][CH:25]=1)[O:9][CH2:8][C:7]1[CH:28]=[CH:29][CH:30]=[CH:31][C:6]=1[CH2:5][C:1]#[N:2]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 22241470HCID 22241470, compound

Product 1

HCID 22241346HCID 22241346, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Sodium cyanide (14 mg, 0.28 mmol) is added to a solution of 2-[3-(2-chloromethyl-benzyloxy)-phenoxymethyl]-quinoline (110 mg, 0.28 mmol, example 37) in DMSO (5 mL) and the reaction is stirred 5 h. The reaction is partitioned between water and ethyl acetate, the organic phase is washed with water, dried and concentrated to provide the title compound which is used without further purification. MS (ESI) 381 (M+H)+.

Workup

  1. customThe reaction is partitioned between water and ethyl acetate
  2. washthe organic phase is washed with water
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-eafcf92f633b4dbb8043804ad1975735
Source dataset
uspto-grants-2006_02
Patent number
US07005440B1

Reaction notes

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