Sodium Hydroxide → HCID 13613313, compound

HRID 1447212Notes

Reaction equation

HRID 1447212 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH2:15][CH2:16][C:17](=[O:19])[CH3:18])([CH:13]=[CH2:14])[C:8]2=O)=[CH:4][C:3]=1[O:20][CH2:21][C:22]([O:24]C)=[O:23].[OH-].[Na+]>CO.O>[Cl:11][C:10]1[C:2]([Cl:1])=[C:3]([O:20][CH2:21][C:22]([OH:24])=[O:23])[CH:4]=[C:5]2[C:9]=1[C:8]1[C:7]([CH:13]=[CH2:14])([CH2:6]2)[CH2:15][CH2:16][C:17](=[O:19])[CH:18]=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-b1389d6ff3a44374a53a9a252dac3352
Source dataset
uspto-grants-1982_02
Patent number
US04316043

Reaction notes

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