Triethylamine → HCID 69860023, compound

HRID 1059004Notes

Reaction equation

HRID 1059004 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][C:5]=1[O:11][CH3:12].C(N(CC)CC)C.[C:21](Cl)(=[O:25])[CH:22]([CH3:24])[CH3:23]>ClCCl>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:21](=[O:25])[CH:22]([CH3:24])[CH3:23])=[CH:6][C:5]=1[O:11][CH3:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62325Isobutyryl chlorideHCID 168705Methyl 4-amino-o-anisate

Product 1

HCID 69860023HCID 69860023, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1.81 g of 4-amino-2-methoxy-benzoic acid methyl ester and 1.4 g of triethylamine were dissolved in 20 ml of dichloromethane. 1.23 g of isobutyryl chloride in 5 ml of dichloromethane was added dropwise at 0° C. The reaction mixture was allowed to reach room temperature and stirred for 3 hours. The reaction mixture was washed with water, dried and the solvents were evaporated to yield 1.9 g of the title product.

Workup

  1. customto reach room temperature
  2. washThe reaction mixture was washed with water
  3. customdried
  4. customthe solvents were evaporated

Sources & evidence

ORD record
ord-6aaec8cc86d945e0bb2525d178e86f65
Source dataset
uspto-grants-2003_02
Patent number
US06518312B2

Reaction notes

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