Water → HCID 20304562, compound

HRID 1732750Notes

Reaction equation

HRID 1732750 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-9251515b9a714e2eb65d594882a3e43a
Source dataset
uspto-grants-1980_12
Patent number
US04238606

Reaction notes

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