Sodium Hydroxide → HCID 18791131, compound

HRID 1005339Notes

Reaction equation

HRID 1005339 reaction equation
[C:1]([C:4]1([C:29]([OH:31])=[O:30])[CH2:7][CH:6]([C:8]2([CH2:15][CH:16]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[NH:12]C(=O)N[C:9]2=[O:14])[CH2:5]1)([OH:3])=[O:2].[OH-:32].[Na+]>>[NH2:12][C:8]([CH:6]1[CH2:7][C:4]([C:1]([OH:3])=[O:2])([C:29]([OH:31])=[O:30])[CH2:5]1)([CH2:15][CH:16]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:9]([OH:32])=[O:14]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 18791114HCID 18791114, compound

Product 1

HCID 18791131HCID 18791131, compound

Procedure

A solution of 5-(3,3-dicarboxycyclobutyl)-5-(2,2-diphenylethyl)imidazolidine-2,4-dione (0.21 g, 0.5 mmol) in 2M sodium hydroxide (4 ml) was heated to 150° C. for 4 days in a PTFE lined stainless steel pressure vessel. After cooling, the mixture was filtered and the filtrate acidified with 5M hydrochloric acid (2 ml). The precipitate was cooled and filtered, washed with water and dried to give the title product (m.p. 182-185° C. with effervescence). 1H NMR (D2O/NaOH) δ 7.21-7.50 (10H, m)), 4.06 (1H, dd), 2.44-2.63 (2H, m), 2.11-2.38 (5H, m).

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered
  3. temperatureThe precipitate was cooled
  4. filtrationfiltered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-051662551e7f4a379a324a725f7e4324
Source dataset
uspto-grants-2000_04
Patent number
US06054448

Reaction notes

Loading…