HCID 18943102, compound → HCID 18943065, compound

HRID 400281Notes

Reaction equation

HRID 400281 reaction equation
[OH:1][CH2:2][C:3]1[C:14]2[O:13][C:12]([CH3:16])([CH3:15])[O:11][C:10]=2[C:9]([C:17]([C:37]2[C:47]3[O:48][C:49]([CH3:52])([CH3:51])[O:50][C:46]=3[C:45]([CH2:53][OH:54])=[C:39]3[O:40][C:41]([CH3:44])([CH3:43])[O:42][C:38]=23)([C:19]2[C:29]3[O:30][C:31]([CH3:34])([CH3:33])[O:32][C:28]=3[C:27]([CH2:35][OH:36])=[C:21]3[O:22][C:23]([CH3:26])([CH3:25])[O:24][C:20]=23)[OH:18])=[C:8]2[C:4]=1[O:5][C:6]([CH3:56])([CH3:55])[O:7]2>N1C=CC=CC=1>[CH3:3][C:2]([O:54][CH2:53][C:45]1[C:39]2[O:40][C:41]([CH3:43])([CH3:44])[O:42][C:38]=2[C:37]([C:17]([C:9]2[C:8]3[O:7][C:6]([CH3:56])([CH3:55])[O:5][C:4]=3[C:3]([CH2:2][O:1][C:6]([CH3:55])=[O:7])=[C:14]3[O:13][C:12]([CH3:16])([CH3:15])[O:11][C:10]=23)([C:19]2[C:29]3[O:30][C:31]([CH3:33])([CH3:34])[O:32][C:28]=3[C:27]([CH2:35][O:36][C:4]([CH3:8])=[O:5])=[C:21]3[O:22][C:23]([CH3:25])([CH3:26])[O:24][C:20]=23)[OH:18])=[C:47]2[C:46]=1[O:50][C:49]([CH3:52])([CH3:51])[O:48]2)=[O:1]

Participants

3

Reactant 1

HCID 18943102HCID 18943102, compound

Product 1

HCID 18943065HCID 18943065, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride (AcO)2O (30 mL) was added to pyridine (35 mL). Tris(8-hydroxymethyl-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']-bis(1,3)dioxole-4-yl)methanol (0.400 g, 0.51 mmol (Example 33) was added under stirring, which was maintained at room temperature for two days. Pyridine and excess anhydride were evaporated (oil-pump) at 40°-50° C. to a syrup, which was taken up in 70 mL of CH2Cl2. The organic phase was washed with water (30 mL), 0.5M HCl (40 mL), water (50 mL) and NaHCO3 (saturated, 30 mL). The organic phase was separated, dried and the solvent was evaporated, leaving a syrup, which crystallized after standing for ca 1 h and the product tris(8-methylcarbonyloxymethyl-2,2,6,6-tetramethyl-benzo[1,2-d:4,5-d']-bis(1,3)dioxole-4-yl)methanol was isolated (0.460 g, 100%).

Workup

  1. customPyridine and excess anhydride were evaporated (oil-pump) at 40°-50° C. to a syrup, which
  2. washThe organic phase was washed with water (30 mL), 0.5M HCl (40 mL), water (50 mL) and NaHCO3 (saturated, 30 mL)
  3. customThe organic phase was separated
  4. customdried
  5. customthe solvent was evaporated
  6. customleaving a syrup, which
  7. customcrystallized
  8. waitafter standing for ca 1 h

Sources & evidence

ORD record
ord-e942524eb2764378aa41bfb50afbe542
Source dataset
uspto-grants-1998_10
Patent number
US05827501

Reaction notes

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