Triethyl phosphite → HCID 131717892, compound

HRID 247811Notes

Reaction equation

HRID 247811 reaction equation
[C:1]1([CH:7]([SeH:12])[CH2:8][O:9][CH2:10]Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[P:13]([O:20]CC)([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16]>>[C:1]1([CH:7]([SeH:12])[CH2:8][O:9][CH2:10][P:13](=[O:20])([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 131717893HCID 131717893, compound

Product 1

HCID 131717892HCID 131717892, compoundYield 81%

Procedure

A solution of 27 (25g, 0.1 mol) and triethyl phosphite was heated at 110° C. for 2.5 hours. After evaporation of volatile in vacuo, the residual oil was chromatographed on silica gel using CH2Cl2 -6% MeOH as eluant to give 28 (30 g, 81%) as a slightly yellow oil. 1H-NMR (300 MHz, CDCl3) 1.27 (t, J=7.24Hz, 6H), 3.01 (t, J=7.5Hz, 2H), 3.70-3.75 (m, 4H), 4.10-4.18 (m, 4H), 7.2-7.5 (m, 5H).

Workup

  1. customAfter evaporation of volatile in vacuo
  2. customthe residual oil was chromatographed on silica gel

Sources & evidence

ORD record
ord-cd0f42f5359544e0a28c3a3257d4847f
Source dataset
uspto-grants-1993_05
Patent number
US05208221

Reaction notes

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