3-Chloro-1-propanol → HCID 53715646, compound

HRID 1287355Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][CH2:4][OH:5].[CH2:6]([O:8][C:9](=[O:13])/[CH:10]=[CH:11]/[CH3:12])[CH3:7].[H-].[Na+]>>[CH2:6]([O:8][C:9](=[O:13])[CH2:10][CH:11]([CH3:12])[O:5][CH2:4][CH2:3][CH2:2][Cl:1])[CH3:7]

Participants

Reactant 3

HCID 123133-Chloro-1-propanol

HCID 24758Sodium hydride

HCID 429065Ethyl trans-crotonate

Product 1

HCID 53715646HCID 53715646, compound

Procedure

The 3-chloropropanol was added to the crotonic acid ethyl ester in the presence of sodium hydride to obtain the 7-chloro-3-methyl-4-oxaheptanoic acid ethyl ester (boiling point1 : 74° - 82°C.). Then the 7-iodo-3-methyl-4-oxaheptanoic acid ethyl ester (boiling point0.05 : 62° - 65°C) was obtained in acetone with sodium iodide according to Finkelstein.

Sources & evidence

ORD record: ord-77828337b4d74823813f3cca509ba0f3
Source dataset: uspto-grants-1976_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03984459

Reaction notes

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