Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | HCID 12395536 | HCID 12395536 | — |
| Catalyst | Hydrochloric Acid | HCID 313 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 20373875 | HCID 20373875 | 93% |
Reaction Steps
To a suspension of (1-oxo-2-ethyl-3-methyl-6,7-dichloro-5-indanyloxy)acetic acid (3.5 g., 0.011 mole) in glacial acetic acid (75 ml.) and concentrated hydrochloric acid (2 drops) is added, with stirring, a solution of glacial acetic acid (50 ml.) and chlorine (0.9 g., 0.0127 mole) over a period of 10 minutes. During the addition the reaction vessel is heated on a steam bath. After the addition is complete, the mixture is stirred without heating for 30 minutes and then poured into ice water (600 ml.). The white solid that separates is collected by filtration, washed with water and dried. The yield of product is 3.6 g. (93% yield) of (1-oxo-2-ethyl-3-methyl-2,6,7-trichloro-5-indanyloxy)acetic acid which, after recrystallization from nitromethane, melts at 208.5°-210.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04070539 |
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| Source dataset | uspto-grants-1978_01 |
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| ORD ID | ord-5f2f5b219fbb49a1a9c902d0b32cfa0e |
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| Source note | uspto-grants-1978_01 |
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