Tetrahydrofurfuryl alcohol → HCID 21997501, compound

HRID 1977260Notes

Reaction equation

HRID 1977260 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:19]=[CH:18][C:13]([C:14](OC)=[O:15])=[CH:12][CH:11]=1.O1CCCC1CO.O.[NH2:28][NH2:29]>O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:19]=[CH:18][C:13]([C:14]([NH:28][NH2:29])=[O:15])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 7360Tetrahydrofurfuryl alcoholHCID 24654Hydrazine hydrate (1:1)HCID 21997570HCID 21997570, compound

Product 1

HCID 21997501HCID 21997501, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of methyl 4-(6-methoxy-n-hexyloxy)benzoate (17.05 g) in 1:1 tetrahydrofuran-methanol (300 ml) was treated with hydrazine monohydrate (66 ml) and refluxed for 15 hours then cooled to room temperature. The reaction mixture was poured into water and the resulting precipitate collected by filtration, washed thoroughly with water then dried under hi-vacuum at 50° C. to give 4-(6-methoxy-n-hexyloxy)benzohydrazide (15.63 g) as a white solid.

Workup

  1. temperaturerefluxed for 15 hours
  2. filtrationthe resulting precipitate collected by filtration
  3. washwashed thoroughly with water
  4. customthen dried under hi-vacuum at 50° C.

Sources & evidence

ORD record
ord-f1541a554f834b3c85aee3faaf5f3224
Source dataset
uspto-grants-2001_05
Patent number
US06232290B1

Reaction notes

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