3-Amino-1-propanol → HCID 19608270, compound

HRID 1602851Notes

Reaction equation

HRID 1602851 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][CH2:27][CH2:28][CH2:29][OH:30]>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][CH2:27][CH2:28][CH2:29][OH:30])=[O:9]

Participants

5

Reactant 3

HCID 90863-Amino-1-propanolHCID 682631,1'-CarbonyldiimidazoleHCID 158846296-hydroxy-1,3-dioxaindane-5-carboxylic acid

Product 1

HCID 19608270HCID 19608270, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4,5-Methylenedioxysalicylic acid was activated by carbonyldiimidazole in methylene chloride and combined with 3-aminopropanol 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 3-(2-hydroxy-4,5-methylenedioxybenzamido)-1-propanol as a waxy white solid in 64% yield.

Workup

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

Sources & evidence

ORD record
ord-d06c311d52e9484daa6212b226fc0a28
Source dataset
uspto-grants-1999_11
Patent number
US05985871

Reaction notes

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