Water → HCID 43652052, compound

HRID 1362599Notes

Reaction equation

HRID 1362599 reaction equation
[CH2:1]1C[O:4][CH2:3][CH2:2]1.C(Cl)(=O)C=C.[NH2:11][CH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13]1.O>C(OCC)(=O)C>[CH:12]1([NH:11][C:3](=[O:4])[CH:2]=[CH2:1])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 962WaterHCID 8028Tetrahydrofuran2×HCID 13140Acryloyl chlorideHCID 123445(+-)-1-Aminoindan

Product 1

HCID 43652052HCID 43652052, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A THF (10 mL) solution of acrylic acid chloride (2.04 g) was added dropwise to a THF (30 mL) solution of 1-aminoindane (3.00 g) and TEA (2.28 g) under ice-cooling, and the reaction solution was agitated for 20 minutes at the temperature. Water and ethyl acetate were added to this reaction mixture, and the organic layer was partitioned. The organic layer was washed with a saturated saline solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. 2.23 g of the title compound was obtained by adding ether to the residue and filtering insoluble matter.

Workup

  1. temperaturecooling
  2. customthe organic layer was partitioned
  3. washThe organic layer was washed with a saturated saline solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bb796e4a23e746b588b80f9718d2e71d
Source dataset
uspto-grants-2011_02
Patent number
US07880009B2

Reaction notes

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