Isoamylamine → HCID 2802345, compound

HRID 2376873Notes

Reaction equation

HRID 2376873 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].C(N(CC)CC)C.[CH2:18]([NH2:23])[CH2:19][CH:20]([CH3:22])[CH3:21]>O1CCCC1>[CH3:21][CH:20]([CH3:22])[CH2:19][CH2:18][NH:23][C:2](=[O:3])[O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 7894IsoamylamineHCID 8471TriethylamineHCID 15891Phenyl chloroformate

Product 1

HCID 2802345HCID 2802345, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phenyl chloroformate (14.8 ml, 0.117 mol) was dissolved in tetrahydrofuran (200 ml); triethylamine (18.0 ml, 0.129 mol) and isoamylamine (15.0 ml, 0.129 mol) were added thereto at room temperature while stirring; and the reaction mixture was stirred overnight. The reaction mixture was partitioned between ethyl acetate and water; and the organic layer was concentrated and dried under reduced pressure to yield the title compound as crystals (14 g, 0.068 mol, 58%).

Workup

  1. stirringand the reaction mixture was stirred overnight
  2. customThe reaction mixture was partitioned between ethyl acetate and water
  3. concentrationand the organic layer was concentrated
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-425c76f71780487d822f2ea46ff90044
Source dataset
uspto-grants-2008_12
Patent number
US07468380B2

Reaction notes

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