Formic Acid → HCID 21402950, compound

HRID 972959Notes

Reaction equation

HRID 972959 reaction equation
[CH:1]([OH:3])=O.C(OC(=O)C)(=O)C.[CH:11]1[C:21]2[CH2:20][CH:19]([CH2:22][NH2:23])[C:18]3[CH:24]=[CH:25][CH:26]=[CH:27][C:17]=3[CH2:16][C:15]=2[CH:14]=[CH:13][CH:12]=1.[OH-].[Na+]>O>[CH:1]([NH:23][CH2:22][CH:19]1[C:18]2[CH:24]=[CH:25][CH:26]=[CH:27][C:17]=2[CH2:16][C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:21]=2[CH2:20]1)=[O:3]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 21402968HCID 21402968, compound

Product 1

HCID 21402950HCID 21402950, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of formic acid and acetic anhydride (1:1, 20 ml) is prepared at 0° to 10° C and added to 10,11-dihydro-5H-dibenzo[a,d]cycloheptene-10-methylamine (15.0 g). The mixture is stirred for 1 hr. and then allowed to stand for 18 hr. Water (100 ml) and ice chips are are added. After stirring for 15 min., the mixture is rendered alkaline with dilute NaOH solution and extracted with ether. The extract is washed with water, dried (MgSO4) and concentrated to afford N-formyl-10,11-dihydro-5H-dibenzo[a,d]cycloheptene-10-methylamine, m.p. 109° - 111° C, δmaxCHCl3 3445, 3350, 1685 cm-1, after recrystallization from ether.

Workup

  1. customis prepared at 0° to 10° C
  2. waitto stand for 18 hr
  3. stirringAfter stirring for 15 min.
  4. extractionextracted with ether
  5. washThe extract is washed with water
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-3ea35109286a4d58b97bd1e5bbc9cff4
Source dataset
uspto-grants-1977_10
Patent number
US04054569

Reaction notes

Loading…