HCID 14555196, compound → HCID 23043596, compound

HRID 2165098Notes

Reaction equation

HRID 2165098 reaction equation
C[Si]1(C)O[C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:11]([CH3:13])=[CH:12][C:4]=2[O:3]1.C[Si](C)(C)[O:17][C:18]1[CH:19]=[C:20]([CH2:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([NH2:37])=[CH:33][CH:32]=2)[CH:21]=[CH:22][C:23]=1[O:24][Si](C)(C)C>>[OH:17][C:18]1[CH:19]=[C:20]([CH2:29][CH2:30][C:31]2[CH:32]=[CH:33][C:34]([NH:37][C:6](=[O:8])[C:5]3[CH:9]=[CH:10][C:11]([CH3:13])=[CH:12][C:4]=3[OH:3])=[CH:35][CH:36]=2)[CH:21]=[CH:22][C:23]=1[OH:24]

Participants

3

Reactant 2

HCID 14555196HCID 14555196, compoundHCID 23043608HCID 23043608, compound

Product 1

HCID 23043596HCID 23043596, compoundYield 48.2%

Conditions

Temperature
180 °C

Procedure

A mixture of 2,2,7-trimethyl-4H-1,3,2-benzodioxasilin-4-one (2.0 g, 10 mmole) and 4-[2-[3,4-bis[(trimethylsilyl)oxy]phenyl]ethyl]benzenamine (3.0 g, 8 mmol) is heated under argon to 180° C. After three hours the mixture is cooled, triturated with pentane and filtered. The collected solid is rinsed several times with pentane and dried. Recrystallization from isopropanol gave the pure product (1.4 g), mp 201°-202° C.

Workup

  1. temperatureAfter three hours the mixture is cooled
  2. customtriturated with pentane
  3. filtrationfiltered
  4. washThe collected solid is rinsed several times with pentane
  5. customdried
  6. customRecrystallization from isopropanol

Sources & evidence

ORD record
ord-5172c9c5329d4d73a5a7e662119fc64e
Source dataset
uspto-grants-1990_07
Patent number
US04939133

Reaction notes

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