Acetic Anhydride → HCID 54540459, compound

HRID 2396906Notes

Reaction equation

HRID 2396906 reaction equation
C(N(CC)CC)C.[CH2:8]([C:10](=[CH:15][CH:16]([CH3:18])[CH3:17])[CH:11]=[CH:12][CH2:13][NH2:14])[CH3:9].[C:19](OC(=O)C)(=[O:21])[CH3:20]>ClCCl>[C:19]([NH:14][CH2:13][CH:12]=[CH:11][C:10]([CH2:8][CH3:9])=[CH:15][CH:16]([CH3:17])[CH3:18])(=[O:21])[CH3:20]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 54417124HCID 54417124, compound

Product 1

HCID 54540459HCID 54540459, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of triethylamine (2.22 g) and 4-ethyl-6-methyl-2,4-heptadiene-1-ylamine (3.07 g) in dichloromethane (50 ml) at 0° C. was added dropwise acetic anhydride (4.08 g). After one hour, the reaction mixture was washed with water and brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The residue was chromatographed on silica gel (10% methanol-chloroform) to give 1-acetylamino-4-ethyl-6-methyl-2,4-heptadiene (3.86 g) as an oil.

Workup

  1. washthe reaction mixture was washed with water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customevaporated in vacuo
  4. customThe residue was chromatographed on silica gel (10% methanol-chloroform)

Sources & evidence

ORD record
ord-bcf6716e60fb4e66b3ad451ac0277fd8
Source dataset
uspto-grants-1996_02
Patent number
US05495023

Reaction notes

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