Water → HCID 20304562, compound

HRID 236977Notes

Reaction equation

HRID 236977 reaction equation
Cl[C:2]1[C:15]2[C:14](=[O:16])[CH:13]=[C:12]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[O:11][C:10]=2[C:9]([CH2:22][CH2:23][CH3:24])=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][CH2:7]2.[F-:25].[K+].O>CN(C=O)C>[F:25][C:2]1[C:15]2[C:14](=[O:16])[CH:13]=[C:12]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[O:11][C:10]=2[C:9]([CH2:22][CH2:23][CH3:24])=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][CH2:7]2

Participants

5

Reactant 3

HCID 962WaterHCID 522689Potassium FluorideHCID 20304568HCID 20304568, compound

Product 1

HCID 20304562HCID 20304562, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of ethyl 5-chloro-6,7,8,9-tetrahydro-4-oxo-10-propyl-4H-naphtho[2,3-b]pyran-2-carboxylate (9 g) and desiccated potassium fluoride (2.32 g) in DMF (50 ml) was heated at 160° for 3.5 hours. After cooling, the reaction mixture was poured into water (250 ml) and the precipitate filtered off, washed with water and dried. Recrystallisation from cyclohexane gave the title compound as a pale-yellow solid, mp 126°-9°.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate filtered off
  3. washwashed with water
  4. customdried
  5. customRecrystallisation from cyclohexane

Sources & evidence

ORD record
ord-d05cbc905c1441c399f904a782f1a6c7
Source dataset
uspto-grants-1979_06
Patent number
US04159273

Reaction notes

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