Formaldehyde → HCID 66636594, compound

HRID 241705Notes

Reaction equation

HRID 241705 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH:7]1[CH:11]=[CH:10][CH:9]=[CH:8]1.[CH2:12]=O.[OH-].[Na+]>C(O)(=O)C>[NH:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[CH2:12][N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 8027PyrroleHCID 8083MorpholineHCID 14798Sodium Hydroxide

Product 1

HCID 66636594HCID 66636594, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of morpholine (22 mmoles) in acetic acid (10 ml) there is added pyrrole (20 mmoles) dropwise at 0° C. Formaldehyde (37% aq., 20 mmoles) is then added dropwise. The reaction mixture is stirred for 2 hours at ambient temperature. The solution is cooled to 0° C. and is brought to alkaline pH (10-11) using 20% aqueous NaOH solution. After extraction with DCM, the organic phases are washed with water and with saturated aqueous NaCl solution, dried over sodium sulphate, filtered and evaporated to dryness to yield the title product in the form of a white solid which is used directly in the next Step.

Workup

  1. temperatureThe solution is cooled to 0° C.
  2. extractionAfter extraction with DCM
  3. washthe organic phases are washed with water and with saturated aqueous NaCl solution
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-78a78109662945c4935ab32f178fce0f
Source dataset
uspto-grants-2014_02
Patent number
US08653073B2

Reaction notes

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