Acetonitrile → N-(1-Hydroxymethyl-cyclopentyl)-acetamide

HRID 1158417Notes

Reaction equation

HRID 1158417 reaction equation
[OH:1][CH2:2][C:3]([NH:6][C:7](=[O:9])[CH3:8])([CH3:5])[CH3:4].N[C:11]1(CO)CCC[CH2:12]1.CC#N.O.CC#N>O>[OH:1][CH2:2][C:3]1([NH:6][C:7](=[O:9])[CH3:8])[CH2:5][CH2:12][CH2:11][CH2:4]1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 663071-AminocyclopentanemethanolHCID 519166N-(1-hydroxy-2-methylpropan-2-yl)acetamideHCID 18373917Acetonitrile--water (1/1)2×

Product 1

HCID 58336233N-(1-Hydroxymethyl-cyclopentyl)-acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound is prepared analogously as described for N-(2-hydroxy-1,1-dimethyl-ethyl)-acetamide from (1-amino-cyclopentyl)-methanol. MS (LC-MS): [M+H]+=158.2. tR (HPLC, Waters sun fire C18 column, 5-95% CH3CN/H2O/3.5 min, 95% CH3CN/H2O, 2 min, CH3CN and H2O containing 0.1% TFA, flow: 0.8 mL/min): 1.76 min.

Workup

  1. custom1.76 min.

Sources & evidence

ORD record
ord-4df8cbef7df34100b313c51baee24463
Source dataset
uspto-grants-2010_10
Patent number
US07807709B2

Reaction notes

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