Sodium Carbonate → HCID 14555682, compound

HRID 1723418Notes

Reaction equation

HRID 1723418 reaction equation
Cl.[NH2:2][OH:3].C(=O)([O-])[O-].[Na+].[Na+].[CH2:10]([O:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29](Cl)=[O:30])=[CH:17][CH:16]=1)[CH2:11][CH2:12][CH3:13]>C(Cl)Cl>[CH2:10]([O:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([NH:2][OH:3])=[O:30])=[CH:17][CH:16]=1)[CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 20025661HCID 20025661, compound

Product 1

HCID 14555682HCID 14555682, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a cold, stirring suspension of 1.1 gm hydroxylamine hydrochloride and 1.5 gms sodium carbonate in 25 ml CH2Cl2 was added dropwise 3.7 gms 9(4-butoxyphenyl)nonanoyl chloride. This mixture was stirred in the cold for 1/2 hr and then for 72 hrs at room temperature. The reaction mixture was filtered. The precipitated solid was crystallized three times from CH2Cl2 (treating with charcoal during the second crystallization) to give 1.1 gms of product of m.p. 99°-101°. Elemental analysis: calculated C 70.99, H 9.72, N 4.36% found C 70.75, H 9.64, N 4.34%.

Workup

  1. stirringThis mixture was stirred in the cold for 1/2 hr
  2. filtrationThe reaction mixture was filtered
  3. customThe precipitated solid was crystallized three times from CH2Cl2 (
  4. additiontreating with charcoal during the second crystallization)

Sources & evidence

ORD record
ord-cd07f85e0e544d0d9265c9a99064a61f
Source dataset
uspto-grants-1989_08
Patent number
US04861798

Reaction notes

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