Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetylene | HCID 6326 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 12848123 | HCID 12848123 | — |
| Reactant | Acetone cardice | HCID 18522661 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 12848144 | HCID 12848144 | 95% |
Reaction Steps
About 10.0 ml (11.51 grams, 66.6 mmoles) of benzyl dichloroborane is dissolved in 100 ml of toluene in a 500 ml three-neck flask. Research grade acetylene is passed at a rate of 100 ml STP/min through two dry ice/acetone traps and a column (10 inches long ×1 inch ID) of activated basic alumina. The acetylene is introduced into the stirring solution through a needle below the surface of the liquid. The flask is vented to a scrubber containing 2.7 grams of NaOH in 1500 ml of water. The reaction is allowed to proceed for 3 hours. The acetylene flow is stopped and the volatiles in the reaction flask are evaporated under vacuum. 10.37 grams of colorless product are recovered. This is identified as 2-chloro-1,2-dihydro-2-boranaphthalene by NMR. This product is used in subsequent steps without further purification. The yield is 95 %.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06410764B1 |
|---|
| Source dataset | uspto-grants-2002_06 |
|---|
| ORD ID | ord-50bc6b4002d343ff8a73c5477af0633f |
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| Source note | uspto-grants-2002_06 |
|---|
