2-Aminopropanol → HCID 19608267, compound

HRID 1602850Notes

Reaction equation

HRID 1602850 reaction equation
[CH2:1]1[O:12][C:11]2[CH:10]=[C:6]([C:7]([OH:9])=O)[C:5]([OH:13])=[CH:4][C:3]=2[O:2]1.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:26][CH:27]([CH3:30])[CH2:28][OH:29]>C(Cl)Cl>[OH:13][C:5]1[CH:4]=[C:3]2[O:2][CH2:1][O:12][C:11]2=[CH:10][C:6]=1[C:7]([NH:26][CH:27]([CH3:30])[CH2:28][OH:29])=[O:9]

Participants

5

Reactant 3

HCID 51262-AminopropanolHCID 682631,1'-CarbonyldiimidazoleHCID 158846296-hydroxy-1,3-dioxaindane-5-carboxylic acid

Product 1

HCID 19608267HCID 19608267, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4,5-Methylenedioxysalicylic acid was activated by carbonyldiimidazole in methylene chloride and combined with 2-amino-1-propanol in essentially an identical manner as for Example 1 above. An acidic quench and subsequent purification by flash chromatography (SiO2) using (1:1) hexane-ethyl acetate gave 2-(2-hydroxy-4,5-methylenedioxybenzamido)-1-propanol as a waxy white solid in 52% yield.

Workup

  1. customAn acidic quench
  2. customsubsequent purification by flash chromatography (SiO2)

Sources & evidence

ORD record
ord-fb22c2c42c1643a1a52bd210831b0b03
Source dataset
uspto-grants-1999_11
Patent number
US05985871

Reaction notes

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