Ammonium Chloride → HCID 21834193, compound

HRID 1740874Notes

Reaction equation

HRID 1740874 reaction equation
[N:1]1([C:7]([C:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[O:11][CH:10]=2)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH4+].[Cl-]>CO>[N:1]1([C:7]([CH:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[O:11][CH2:10]2)=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 21834182HCID 21834182, compound

Product 1

HCID 21834193HCID 21834193, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 3-(1-piperidylcarbonyl)benzofuran (6.7 g) in methanol (150 ml) kept at 35-50° C. were added small portions (in total 3 g) of Mg turnings during 5 hours. After stirring for another hour at 50° C. the mixture was poured onto an aqueous solution of NH4Cl. The aqueous solution was extracted with dichloromethane (2×200 ml). The combined organic phases were worked-up yielding 6.7 g of the title 2,3-dihydrobenzofuran derivative as an oil.

Workup

  1. customkept at 35-50° C.
  2. extractionThe aqueous solution was extracted with dichloromethane (2×200 ml)

Sources & evidence

ORD record
ord-b5408d9822464d48a4959b6f574bf7ac
Source dataset
uspto-grants-1999_10
Patent number
US05972964

Reaction notes

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