Hydrochloric Acid → HCID 19863725, compound

HRID 1164926Notes

Reaction equation

HRID 1164926 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]2[C:10]=1[O:9][CH:8]=[CH:7]2.C(N(CC)CC)C.[C:19](Cl)(=[O:22])[CH2:20][CH3:21].Cl>O1CCCC1>[CH3:11][C:5]1[CH:4]=[CH:3][C:2]([O:1][C:19](=[O:22])[CH2:20][CH3:21])=[C:10]2[C:6]=1[CH:7]=[CH:8][O:9]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 19863724HCID 19863724, compound

Product 1

HCID 19863725HCID 19863725, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred mixture of 7-hydroxy-4-methylcoumarone (88.0 g, 0.5 mole), triethylamine (83.4 mL, 0.6 mole) and tetrahydrofuran (1 L) was added propanoyl chloride (46.27 g 0.5 mole) dropwise. The mixture was poured into cold 0.5 N hydrochloric acid (3 L) slowly with stirring. The solid was collected, washed with water, and dried. mp. 147° C.

Workup

  1. customThe solid was collected
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-eab61cb740154e50b8770852dd558ca1
Source dataset
uspto-grants-1990_03
Patent number
US04906658

Reaction notes

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