Triethylamine → HCID 86688147, compound

HRID 1428943Notes

Reaction equation

HRID 1428943 reaction equation
[CH2:1]([O:8][CH2:9][C:10](Cl)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH2:14]([NH:16][CH2:17][C:18]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[C:22]([CH3:27])[CH:21]=1)=[O:19])[CH3:15].C(N(CC)CC)C>ClCCl>[CH2:1]([O:8][CH2:9][C:10]([N:16]([CH2:14][CH3:15])[CH2:17][C:18]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[C:22]([CH3:27])[CH:21]=1)=[O:19])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 177085Benzyloxyacetyl chlorideHCID 866881481443770-05-5

Product 1

HCID 86688147HCID 86688147, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2.9 g benzyloxy-acetyl chloride was added to 3.7 g 2-ethylamino-1-(4-fluoro-3-methyl-phenyl)-ethanone hydrochloride and 5 mL triethylamine in 40 mL dichlormethane. The reaction was stirred 3 h at RT. The reaction was diluted with dichlormethane, washed with water, 1 mol/L aqueous hydrochloride acid and with 5% aqueous potassium carbonate solution. The organic layer was dried and evaporated to yield 5.2 g of the desired product. Rt: 0.91 min (method J), (M+H)+: 344

Workup

  1. washwashed with water, 1 mol/L aqueous hydrochloride acid and with 5% aqueous potassium carbonate solution
  2. customThe organic layer was dried
  3. customevaporated

Sources & evidence

ORD record
ord-91be0cb77ec84453afc77e5553f10849
Source dataset
uspto-grants-2015_01
Patent number
US08937176B2

Reaction notes

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