Acetonitrile → HCID 9895314, compound

HRID 1058093Notes

Reaction equation

HRID 1058093 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH2:3][CH2:2]1.[OH-].[Ca+2:13].[OH-].C(#N)C.Cl[C:19]([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:20]>O>[Ca+2:13].[CH2:22]([O:21][C:19]([N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][C:9]([O-:11])=[O:10])[CH2:3][CH2:2]1)=[O:20])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[CH2:22]([O:21][C:19]([N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][C:9]([O-:11])=[O:10])[CH2:3][CH2:2]1)=[O:20])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 10387Benzyl chloroformateHCID 15208063-(Piperidin-4-yl)propanoic acidHCID 6093208Calcium Hydroxide

Product 1

HCID 9895314HCID 9895314, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
2.5 °C

Procedure

3-(4-Piperidyl)propionic acid (20.0 g, 0.12 mol) and calcium hydroxide (14.1 g, 0.19 mol) were suspended in 47 g water and 195 g acetonitrile at 15-25° C. and then cooled to 0-10° C. Benzyl chloroformate (23.9 g, 0.14 mol) was added within 30 minutes and the reaction stirred at 0-5° C. for 2 h. The product precipitated during the reaction and was isolated by filtration to afford the title compound in 95% yield.

Workup

  1. customThe product precipitated during the reaction
  2. customwas isolated by filtration

Sources & evidence

ORD record
ord-d4966a7f3421429b9eaf8065ae2d54d4
Source dataset
uspto-grants-2003_02
Patent number
US06515130B1

Reaction notes

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