Formic Acid → 8-Carbamoyl-12-formyloxyheptadecanoic acid

HRID 973354Notes

Reaction equation

HRID 973354 reaction equation
[C:1]([CH:4]([CH2:14][CH2:15][CH2:16][CH:17]([OH:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])(=[O:3])[NH2:2].[CH:24](O)=[O:25]>>[C:1]([CH:4]([CH2:14][CH2:15][CH2:16][CH:17]([O:23][CH:24]=[O:25])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])(=[O:3])[NH2:2]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 214017178-Carbamoyl-12-hydroxyheptadecanoic acid

Product 1

HCID 214016818-Carbamoyl-12-formyloxyheptadecanoic acid

Conditions

Temperature
60 °C

Procedure

A mixture of 8-carbamoyl-12-hydroxyheptadecanoic acid (8.2 g., 0.025 mole) (Example 1, Step F) and 97% formic acid (10 ml.) is heated at 60° C. for 24 hours. The mixture is cooled, dissolved in 100 ml. ether, washed with 3 portions of water and dried over sodium sulfate. Evaporation of the ether leaves the product 8-carbamoyl-12-formyloxyheptadecanoic acid as a slightly yellowish viscous oil.

Workup

  1. temperatureThe mixture is cooled
  2. dissolutiondissolved in 100 ml
  3. washether, washed with 3 portions of water
  4. dry with materialdried over sodium sulfate
  5. customEvaporation of the ether

Sources & evidence

ORD record
ord-f8441d6892fd439883dc7317764db16c
Source dataset
uspto-grants-1977_10
Patent number
US04055597

Reaction notes

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