Formic Acid → 3-Formamido-3-methyl-1-butyl formate

HRID 704905

Reaction equation

HRID 704905 reaction equation
[CH:1]([OH:3])=[O:2].C(OC(=O)C)(=O)C.[CH:11]([NH:13][C:14]([CH3:19])([CH3:18])[CH2:15][CH2:16]O)=[O:12]>>[CH:1]([O:3][CH2:16][CH2:15][C:14]([NH:13][CH:11]=[O:12])([CH3:19])[CH3:18])=[O:2]

Participants

4

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 200736373-Formamido-3-methyl-1-butanol

Product 1

HCID 200736283-Formamido-3-methyl-1-butyl formate

Procedure

Formic acid (6.90 g, 0.15 mol) was added to acetic anhydride (15.30 g, 0.15 mol) and warmed to 45°-50° C. for one hour on a water bath. The resulting solution was cooled to below 0° C. in an ice/acetone bath. 3-Formamido-3-methyl-1-butanol (13.10 g, 0.10 mol) was added and the solution allowed to slowly warm to room temperature with stirring (16 hours). The solution was distilled under vacuum (1 Torr, 105°-110° C.) to yield 12.43 g (78%).

Workup

  1. temperaturewarmed to 45°-50° C. for one hour on a water bath
  2. temperatureThe resulting solution was cooled to below 0° C. in an ice/acetone bath
  3. distillationThe solution was distilled under vacuum (1 Torr, 105°-110° C.)
  4. customto yield 12.43 g (78%)

Sources & evidence

ORD record
ord-56fae769693448d78758605fb23f1d64
Source dataset
uspto-grants-1991_01
Patent number
US04988827

Linked notes

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