Acetic Anhydride → HCID 23338188, compound

HRID 903404Notes

Reaction equation

HRID 903404 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:42]=[C:43]([C:46]([CH3:49])([CH3:48])[CH3:47])[C:44]=1[OH:45])[CH2:8][C:9]([CH2:26][C:27]1[CH:32]=[C:31]([C:33]([CH3:36])([CH3:35])[CH3:34])[C:30]([OH:37])=[C:29]([C:38]([CH3:41])([CH3:40])[CH3:39])[CH:28]=1)([C:23]([CH3:25])=[O:24])[C:10]([O:12][CH:13]1[CH2:18][C:17]([CH3:20])([CH3:19])[NH:16][C:15]([CH3:22])([CH3:21])[CH2:14]1)=[O:11])([CH3:4])([CH3:3])[CH3:2].[C:50](OC(=O)C)(=[O:52])[CH3:51]>>[C:33]([C:31]1[CH:32]=[C:27]([CH:28]=[C:29]([C:38]([CH3:41])([CH3:40])[CH3:39])[C:30]=1[OH:37])[CH2:26][C:9]([CH2:8][C:7]1[CH:42]=[C:43]([C:46]([CH3:49])([CH3:48])[CH3:47])[C:44]([OH:45])=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[CH:6]=1)([C:23]([CH3:25])=[O:24])[C:10]([O:12][CH:13]1[CH2:14][C:15]([CH3:22])([CH3:21])[N:16]([C:50](=[O:52])[CH3:51])[C:17]([CH3:20])([CH3:19])[CH2:18]1)=[O:11])([CH3:36])([CH3:35])[CH3:34]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 233381662,2,6,6-Tetramethyl-4-piperidinyl 2,2-bis-(3,5-di-tert-butyl-4-hydroxybenzyl)-acetoacetate

Product 1

HCID 23338188HCID 23338188, compound

Procedure

A solution of 2,2,6,6-tetramethyl-4-piperidinyl 2,2-bis-(3,5-di-tert-butyl-4-hydroxybenzyl)-acetoacetate (Example 1, 10.0 g; 0.015 mol) in 100 ml of acetic anhydride is stirred for 20 hours at 100°. The mixture is concentrated in vacuo. After recrystallisation from hexane/toluene, the product is filtered off and 8.41 g of 1-acetyl-2,2,6,6-tetramethyl-4-piperidinyl 2,2-bis-(3,5-di-tert-butyl-4-hydroxybenzyl)-acetoacetate, melting point 165°-166° C. (compound 22), are obtained.

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. customAfter recrystallisation from hexane/toluene
  3. filtrationthe product is filtered off

Sources & evidence

ORD record
ord-5a6d245166a7453ebfbba62a66bd0219
Source dataset
uspto-grants-1980_10
Patent number
US04226999

Reaction notes

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