Water → HCID 57425659, compound

HRID 1360112Notes

Reaction equation

HRID 1360112 reaction equation
Br[CH:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([O:5][CH3:6])=[O:4].C(N(CC)CC)C.[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.O>C(#N)C>[N:20]1([CH:2]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]([O:5][CH3:6])=[O:4])[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1

Participants

6

Reactant 4

HCID 962WaterHCID 8083MorpholineHCID 8471TriethylamineHCID 137806Benzeneacetic acid, alpha-bromo-, methyl ester

Product 1

HCID 57425659HCID 57425659, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Methyl α-bromophenylacetate (3.79 g, 16.5 mmol) was dissolved in 50 mL of dry ACN, to which triethylamine (3.46 mL, 24.8 mmol) and morpholine (1.73 mL, 19.8 mmol) were added and the mixture was stirred for 18 hours. The mixture was poured into water, extracted twice with EtOAc. The combined organic extracts were dried with Na2SO4, filtered and concentrated in vacuo, providing methyl morpholin-4-yl(phenyl)acetate. ESI+MS: 236.2 [M+H]+.

Workup

  1. additionwere added
  2. extractionextracted twice with EtOAc
  3. dry with materialThe combined organic extracts were dried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-51737af1d02e4d5e9b7d2e02a374f5e8
Source dataset
uspto-grants-2011_02
Patent number
US07879839B2

Reaction notes

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