Acetic Acid → HCID 59534118, compound

HRID 1697265Notes

Reaction equation

HRID 1697265 reaction equation
[C:1]([NH2:20])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C=O.[C:23](O)(=O)C.[CH2:27]([O:34][P:35]([O-:44])[O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C1(C)C=CC=CC=1.C(N(CC)CC)C>[C:1]([NH:20][CH2:23][P:35](=[O:44])([O:34][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[O:36][CH2:37][C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 138598TritylamineHCID 21904359Dibenzylphosphite

Product 1

HCID 59534118HCID 59534118, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8471TriethylamineSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 1.00 g tritylamin in 20 ml of toluene is combined with 127 mg paraformaldehyde and 50 μl acetic acid and stirred for one hour at 80° C. Then 0.85 ml dibenzylphosphite are added and the reaction mixture is refluxed for three hours. Then 200 μl triethylamine are added and the reaction mixture is evaporated down in vacuo using the rotary evaporator. The flask residue is chromatographed through a silica gel column.

Workup

  1. temperaturethe reaction mixture is refluxed for three hours
  2. customthe reaction mixture is evaporated down in vacuo
  3. customthe rotary evaporator
  4. customThe flask residue is chromatographed through a silica gel column

Sources & evidence

ORD record
ord-10fa8566ce474eb6be960992d3b308cc
Source dataset
uspto-grants-2012_04
Patent number
US08163911B2

Reaction notes

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