3-Chloro-1-propanol → HCID 12959385, compound

HRID 1902494Notes

Reaction equation

HRID 1902494 reaction equation
[Na].[Cl:2][C:3]1[CH:4]=[C:5]([OH:10])[CH:6]=[CH:7][C:8]=1[Cl:9].Cl[CH2:12][CH2:13][CH2:14][OH:15]>>[Cl:2][C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][C:8]=1[Cl:9])[O:10][CH2:12][CH2:13][CH2:14][OH:15]

Participants

3

Reactant 2

HCID 123133-Chloro-1-propanolHCID 7055145139975-26-3

Product 1

HCID 12959385HCID 12959385, compoundYield 90%

Procedure

Preparation analogously to Example 70 by the reaction of 3,4-dichlorophenol sodium salt with 3-chloro-1-propanol to give 3-(3,4-dichlorophenoxy)-1-propanol (m.p. 40°-43°; yield about 90%), which is converted quantitatively into 3-(3,4-dichlorophenoxy)-propyl 1-methanesulphonate (m.p. 41°-43°) and is reacted with excess 5-amino-5-desoxy-1.4;3.6-dianhydro-L-iditol 2-nitrate in boiling ethanol. Isolation as hydrochloride. Yield, after recrystallisation from ethanol: 56%.

Workup

  1. customPreparation analogously to Example 70

Sources & evidence

ORD record
ord-3b7ee935d3e349748a97b4c0253d9be0
Source dataset
uspto-grants-1982_12
Patent number
US04363805

Reaction notes

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