Cesium carbonate → HCID 24897855, compound

HRID 1819916Notes

Reaction equation

HRID 1819916 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:20]=[CH:19][C:9]2[O:10][C:11]3[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]=3[C:8]=2[CH:7]=1)=[O:4].C(=O)([O-])[O-:22].[Cs+].[Cs+]>O.C(#N)C>[CH:7]1[C:8]2[C:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:11]=3[O:10][C:9]=2[CH:19]=[CH:20][C:6]=1[NH:5][C:3](=[O:4])[CH2:2][OH:22]

Participants

5

Reactant 2

HCID 10796Cesium carbonateHCID 24897854HCID 24897854, compound

Product 1

HCID 24897855HCID 24897855, compoundYield 7.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-chloro-N-6,7,8,9,10,11-hexahydrobenzo[b]cycloocta[d]furan-2-ylacetamide (0.115 g, 0.51 mmol) and cesium carbonate (0.34 g) in water (2 mL) and acetonitrile (4 mL) was heated in the microwave for 15 min. The reaction mixture was concentrated and the crude material was purified by HPLC to provide N-6,7,8,9,10,11-hexahydrobenzo[b]cycloocta[d]furan-2-yl-2-hydroxyacetamide (0.010 g). MS (ESI) m/z 274 ([M+H]+);MS (ESI) m/z 272 ([M−H]−).

Workup

  1. temperaturewas heated in the microwave for 15 min
  2. concentrationThe reaction mixture was concentrated
  3. customthe crude material was purified by HPLC

Sources & evidence

ORD record
ord-52a4a1a5f92c4c61b2736e9f46e798ee
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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