1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine → Bis(1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl)decandioate

HRID 1900224

反応式

HRID 1900224 の反応式
[OH:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11].[C:13]([O:27]C)(=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH3:25])=[O:23]>CCCCCCC>[C:22]([O:24][CH:25]1[CH2:6][C:7]([CH3:9])([CH3:8])[N:2]([OH:1])[C:3]([CH3:12])([CH3:11])[CH2:4]1)(=[O:23])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][C:13]([O:10][CH:5]1[CH2:6][C:7]([CH3:8])([CH3:9])[N:2]([OH:1])[C:3]([CH3:12])([CH3:11])[CH2:4]1)=[O:27]

参加物

4

反応物 2

HCID 53951,4-Dihydroxy-2,2,6,6-tetramethylpiperidineHCID 7829Dimethyl sebacate

生成物 1

HCID 11272241Bis(1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl)decandioate

試薬・触媒・溶媒 1

HCID 8900Heptane溶媒

反応条件

温度
75 °C

実験手順

To a 300 ml three-necked flask fitted with a stirrer, nitrogen inlet, thermometer, condenser and Dean-Stark trap is added 34.45 g (0.2 mol) of 1-oxyl-2,2,6,6-tetramethylpiperidin-4-ol, 23.0 g (0.1 mol) of dimethyl sebacate and 110 ml of heptane. The reaction mixture is heated to reflux to dry the contents of the flask and 15 ml of slightly turbid distillate is removed from the Dean-Stark trap. The mixture is cooled to about 75° C. and 0.5 g of tetraisopropyl orthotitanate and 15 ml of heptane is added to the flask. The mixture is heated to reflux and heating at reflux temperature 100°-105° C. is continued for 24 hours with methanol being collected in the Dean-Stark trap. Water (5 ml) is added and heating is continued till all or most of the water is removed. The reaction mixture is allowed to cool slightly, is filtered and washed with heptane. Orange crystals form on standing and are collected by filtration, and washed with heptane. The orange crystalline product melts at 99°-101° C.

後処理

  1. customTo a 300 ml three-necked flask fitted with a stirrer, nitrogen inlet
  2. temperatureThe reaction mixture is heated
  3. temperatureto reflux
  4. customto dry the contents of the flask and 15 ml of slightly turbid distillate
  5. customis removed from the Dean-Stark trap
  6. addition0.5 g of tetraisopropyl orthotitanate and 15 ml of heptane is added to the flask
  7. temperatureThe mixture is heated
  8. temperatureto reflux
  9. temperatureheating
  10. temperatureat reflux temperature 100°-105° C.
  11. customcollected in the Dean-Stark trap
  12. additionWater (5 ml) is added
  13. temperatureheating
  14. customis removed
  15. temperatureto cool slightly
  16. filtrationis filtered
  17. washwashed with heptane
  18. customOrange crystals form on standing
  19. filtrationare collected by filtration
  20. washwashed with heptane

出典と根拠

ORDレコード
ord-61e026dbcd3e4313ab2abb92ead260c6
出典データセット
uspto-grants-1996_11
特許番号
US05574163

関連ノート

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