Methyl formate → HCID 22910763, compound

HRID 1378270Notes

Reaction equation

HRID 1378270 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:7](=[CH2:26])[C:6]2([CH3:28])[CH3:27].[CH:29](OC)=[O:30]>>[CH:29]([NH:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:7](=[CH2:26])[C:6]2([CH3:27])[CH3:28])=[O:30]

Participants

3

Reactant 2

HCID 7865Methyl formateHCID 22910760HCID 22910760, compound

Product 1

HCID 22910763HCID 22910763, compoundYield 68%

Conditions

Temperature
55 °C

Procedure

5-aminomethyl-3,3-dimethyl-2-methylene-1-tetradecyl-indoline (14.88 g, 38.75 mmol) was dissolved in methyl formate (75 ml) and heated to reflux (55° C.) under argon for 24 hours. The solution was then cooled to room temperature and the methyl formate evaporated. The residue was recrystallized from hexane to yield 5-(N-formylaminomethyl)-3,3dimethyl-2-methylene-1-tetradecyl-indoline (4) (10.85 g, 68%).

Workup

  1. temperatureheated
  2. temperatureThe solution was then cooled to room temperature
  3. customthe methyl formate evaporated
  4. customThe residue was recrystallized from hexane

Sources & evidence

ORD record
ord-547a1fc34b3747ddb13965bed868c947
Source dataset
uspto-grants-1997_09
Patent number
US05667764

Reaction notes

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