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Formaldehyde → Ethyl 7-chloro-2-oxoheptanoate

HRID 326427
Notes
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Reaction equation

HRID 326427 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-1ae6b59943d8405dbe6e0360f80f1e9d
Source dataset
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05268501

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes