Sulfuric Acid → HCID 23454145, compound

HRID 1277480Notes

Reaction equation

HRID 1277480 reaction equation
[C:1]1(=[O:14])[N:5]([CH2:6][C:7]#[N:8])[C:4](=[O:9])[C:3]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:2]12.[CH3:15][C:16](O)([CH2:18][CH:19]([CH3:23])[CH2:20][CH2:21][CH3:22])[CH3:17].S(=O)(=O)(O)[OH:26]>C(O)(=O)C>[C:4]1(=[O:9])[N:5]([CH2:6][C:7]([NH:8][C:16]([CH3:17])([CH3:15])[CH2:18][CH:19]([CH3:23])[CH2:20][CH2:21][CH3:22])=[O:26])[C:1](=[O:14])[C:2]2=[CH:13][CH:12]=[CH:11][CH:10]=[C:3]12

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 345881N-(Cyanomethyl)-phthalimideHCID 5221872,4-Dimethyl-2-heptanol

Product 1

HCID 23454145HCID 23454145, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-Phthalimidoacetonitrile (3.85 g) was dissolved in glacial acetic acid at 70° and 2,4-dimethylheptan-2-ol (3 g) was added; followed dropwise by conc. sulphuric acid (2.8 ml) the temperature being maintained between 65° and 70°. The final mixture was stirred for 15 minutes and then added slowly to ice cold water (150 ml). The resulting solid was collected, washed with water and dried in vacuo. It was dissolved in hot benzene, a little insoluble material filtered off and light petroleum (b.p. 40°-60° ) added to give 2-phthalimido-N-(1,1,3-trimethylhexyl)acetamide as a colourless solid, m.p. 131.6°.

Workup

  1. temperaturebeing maintained between 65° and 70°
  2. customThe resulting solid was collected
  3. washwashed with water
  4. customdried in vacuo
  5. dissolutionIt was dissolved in hot benzene
  6. filtrationa little insoluble material filtered off
  7. additionlight petroleum (b.p. 40°-60° ) added

Sources & evidence

ORD record
ord-336a86f956ff426da5e66c4eb9c0ba39
Source dataset
uspto-grants-1981_07
Patent number
US04277498

Reaction notes

Loading…