Formaldehyde → Ethyl 7-chloro-2-oxoheptanoate

HRID 1590371Notes

Reaction equation

HRID 1590371 reaction equation
C=[O:2].S(=O)(=O)(O)O.O.[Cl:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15](=NO)[C:16]([O:18][CH2:19][CH3:20])=[O:17]>>[Cl:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15](=[O:2])[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 962WaterHCID 1118Sulfuric AcidHCID 73432769Ethyl 7-chloro-2-hydroxyiminoheptanoate2×

Product 1

HCID 3018793Ethyl 7-chloro-2-oxoheptanoate

Procedure

The solution of ethyl 7-chloro-2-hydroxyiminoheptanoate [III-1] in toluene obtained in Example 9 (without being concentrated) is added dropwise into 36% aqueous formalin solution, and thereto is added sulfuric acid. The mixture is warmed, and further thereto is added water. The organic layer is separated, neutralized, washed with water, and concentrated under reduced pressure to give ethyl 7-chloro-2-oxoheptanoate [I-1].

Workup

  1. temperatureThe mixture is warmed
  2. customThe organic layer is separated
  3. washwashed with water
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4c40b1994aad467b9dc396805a73f76c
Source dataset
uspto-grants-1993_04
Patent number
US05202467

Reaction notes

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