20,20'-(2-Hydroxy-1,3-propanediyl)bis(2,2,4,4-tetramethyl-7-oxa-3,20-diazadispiro(5.1.11.2)heneicosan-21-one) → HCID 19046706, compound

HRID 1781600Notes

Reaction equation

HRID 1781600 reaction equation
[OH:1][CH:2]([CH2:30][N:31]1[C:44](=[O:45])[C:34]2([CH2:39][C:38]([CH3:41])([CH3:40])[NH:37][C:36]([CH3:43])([CH3:42])[CH2:35]2)[O:33][C:32]21[CH2:56][CH2:55][CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]2)[CH2:3][N:4]1[C:17](=[O:18])[C:7]2([CH2:12][C:11]([CH3:14])([CH3:13])[NH:10][C:9]([CH3:16])([CH3:15])[CH2:8]2)[O:6][C:5]21[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2>C(OC(=O)C)(=O)C>[C:2]([O:1][CH:2]([CH2:3][N:4]1[C:17](=[O:18])[C:7]2([CH2:12][C:11]([CH3:14])([CH3:13])[N:10]([C:17](=[O:18])[CH3:7])[C:9]([CH3:16])([CH3:15])[CH2:8]2)[O:6][C:5]21[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[CH2:30][N:31]1[C:44](=[O:45])[C:34]2([CH2:35][C:36]([CH3:42])([CH3:43])[N:37]([C:5](=[O:6])[CH3:19])[C:38]([CH3:40])([CH3:41])[CH2:39]2)[O:33][C:32]21[CH2:56][CH2:55][CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]2)(=[O:1])[CH3:3]

Participants

3

Reactant 1

HCID 1112563020,20'-(2-Hydroxy-1,3-propanediyl)bis(2,2,4,4-tetramethyl-7-oxa-3,20-diazadispiro(5.1.11.2)heneicosan-21-one)

Product 1

HCID 19046706HCID 19046706, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

39.2 g of 20,20'-(2-hydroxy-1,3-propanediyl)bis[2,2,4,4-tetramethyl-7-oxa-3,20-diazadispiro[5.1.11.2]heneicosan-21-one] were dissolved in 400 cm3 of acetic anhydride and heated so strongly that about 200 cm3 of liquid distilled off over the course of 6 hours. The batch was then evaporated to dryness in vacuo, the residue was taken up in toluene and washed by shaking with dilute hydrogencarbonate solution and water, and the organic phase was dried. After evaporation, the target compound crystallized as a colorless solid during stirring with hexane. 36.9 g having a melting point of 122° C. were obtained.

Workup

  1. distillationdistilled off over the course of 6 hours
  2. customThe batch was then evaporated to dryness in vacuo
  3. washwashed
  4. customthe organic phase was dried
  5. customAfter evaporation
  6. customthe target compound crystallized as a colorless solid
  7. stirringduring stirring with hexane
  8. customwere obtained

Sources & evidence

ORD record
ord-386686c9206a4c6aa84bffbf027ce9a8
Source dataset
uspto-grants-1997_05
Patent number
US05633378

Reaction notes

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