Ketene → Dihexyl oxalate

HRID 127734

Reaction equation

HRID 127734 reaction equation
[C]=O.C=C=[O:5].N([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=O.C(OCCCCCC)(=O)[CH2:16][C:17]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[O:18]>>[C:17]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])(=[O:18])[C:16]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:5]

Participants

5

Reactant 4

HCID 10038KeteneHCID 6365123Nitrous acid, hexyl esterHCID 9835215Dihexyl MalonateHCID 178418416HCID 178418416, compound

Product 1

HCID 524363Dihexyl oxalate

Procedure

Using the same reaction tube and catalyst as in Example 1, a gaseous mixture consisting of carbon monoxide, ketene, n-hexyl nitrite and nitrogen (55:0.8:6.7:37.5, volume ratio) was introduced into the reaction tube at a rate of 39.6 l./hr. and the reaction was conducted at a temperature of 120° C. under ordinary pressure. After reaction, the reaction product was analyzed by gas chromatography. As the result, it was found that di-n-hexyl malonate was produced at a rate of 24 g/l·(catalyst)·hr. and di-n-hexyl oxalate was produced as a by-product.

Workup

  1. additionwas introduced into the reaction tube at a rate of 39.6 l
  2. customwas conducted at a temperature of 120° C. under ordinary pressure
  3. customAfter reaction
  4. customwas produced at a rate of 24 g/l·(catalyst)·hr

Sources & evidence

ORD record
ord-bfd8d741354b4700975df64ff54528ae
Source dataset
uspto-grants-1981_03
Patent number
US04256908

Linked notes

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