Sodium Hydroxide → HCID 13613313, compound

HRID 1157033Notes

Reaction equation

HRID 1157033 reaction equation
C[O:2][C:3](=[O:25])[CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:12](=[C:13]([Cl:16])[C:14]=1[Cl:15])[C:11](=O)[C:10]([CH2:20][CH2:21][C:22](=[O:24])[CH3:23])([CH:18]=[CH2:19])[CH2:9]2.[OH-].[Na+]>CO.O>[Cl:16][C:13]1[C:14]([Cl:15])=[C:6]([O:5][CH2:4][C:3]([OH:2])=[O:25])[CH:7]=[C:8]2[C:12]=1[C:11]1[C:10]([CH:18]=[CH2:19])([CH2:9]2)[CH2:20][CH2:21][C:22](=[O:24])[CH:23]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13613308HCID 13613308, compound

Product 1

HCID 13613313HCID 13613313, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Methyl{[6,7-dichloro-1-oxo-2-(3-oxobutyl)-2-vinyl-2,3-dihydro-1H-inden-5-yl]oxy}acetate (7.3 gm., 0.02 mole) is dissolved in a solution of methanol (100 ml) and water (50 ml.) containing sodium hydroxide (9.43 gm., 0.236 mole), taking care to keep the temperature below 25° C. The solution is kept at ambient temperature for 48 hours. The solution is concentrated in vacuo to 100 ml. in a rotary evaporator at room temperature and poured into water (250 ml.) containing concentrated hydrochloric acid (26 ml.) with cooling. The product is separated by filtration, washed with water, dried and recrystallized from a mixture of acetic acid and water to obtain [(5,6-dichloro-3-oxo-9a-vinyl-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]acetic acid.

Workup

  1. customthe temperature below 25° C
  2. concentrationThe solution is concentrated in vacuo to 100 ml
  3. customin a rotary evaporator at room temperature
  4. additionpoured into water (250 ml.)
  5. additioncontaining concentrated hydrochloric acid (26 ml.)
  6. temperaturewith cooling
  7. customThe product is separated by filtration
  8. washwashed with water
  9. customdried
  10. customrecrystallized from a mixture of acetic acid and water

Sources & evidence

ORD record
ord-96f22622e86f4193a8a82021cb962927
Source dataset
uspto-grants-1982_06
Patent number
US04337354

Reaction notes

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