Pyridine → HCID 68598481, compound

HRID 970263Notes

Reaction equation

HRID 970263 reaction equation
[CH:1]#[C:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[C:10]([O:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])(OC(C)(C)C)=O.N1C=CC=CC=1>C(OCC)(=O)C>[OH:9][C:6]1[CH:7]=[CH:8][C:3]([CH:2]=[CH2:1])=[CH:4][CH:5]=1.[C:21]([O:20][C:18]([O:17][C:10]1[CH:5]=[CH:4][C:3]([CH:8]=[CH2:7])=[CH:2][CH:1]=1)=[O:19])([CH3:22])([CH3:23])[CH3:24]

Participants

5

Reactant 3

HCID 1049PyridineHCID 327584-EthynylphenolHCID 90495Di-tert-butyl dicarbonate

Product 1

HCID 68598481HCID 68598481, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

In 250 mL of ethyl acetate, 50.0 g of poly(p-hydroxystyrene) (from Nippon Soda Co., Ltd.; weight average molecular weight (Mw) is about 15,000 and distribution (Mw/Mn) thereof about 1.05) was dissolved, then14.8 g of di-tert-butyl dicarbonate and 11.0 g of pyridine were added and reacted at room temperature for 4 hours. Said reaction solution was then concentrated under reduced pressure, followed by dissolving in 250 mL of acetone, then poured into 3 L of water for precipitation. The thus deposited crystal was filtered off and dried under reduced pressure to obtain 50.8 g of poly(p-hydroxystyrene/p-tert-butoxycarbonyloxystyrene) as a white powder crystal. The thus obtained crystal was named polymer A2. A composition ratio of p-hydroxystyrene unit and p-tert-butoxycarbonyloxystyrene unit in polymer A2 was found to be about 85:15 from the measurement results by 13CNMR. Weight average molecular weight (Mw) of polymer A2 was about 16,500 and distribution (Mw/Mn) thereof was about 1.05 from the measurement results by gel permeation chromatography using polystyrene as a standard.

Workup

  1. dissolutionabout 1.05) was dissolved
  2. customreacted at room temperature for 4 hours
  3. customreaction solution
  4. concentrationwas then concentrated under reduced pressure
  5. dissolutionby dissolving in 250 mL of acetone
  6. additionpoured into 3 L of water for precipitation
  7. filtrationThe thus deposited crystal was filtered off
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-8b9c0076d4ad485790dea2d8edb8026a
Source dataset
uspto-grants-2007_12
Patent number
US07312014B2

Reaction notes

Loading…