Reaction #4140450
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9e8db68664c2457d9ee35fb206c9581eNo renderable structure data available
OB(C1=C(C)C=C2C(C)(C)CCC(C)(C)C2=C1)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 169126-64-1 |
|---|---|
| IUPAC Name | — |
| CAS Number | 169126-64-1 |
| Database ID | 10037535 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
169126-64-1 (CAS 169126-64-1) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 10037535
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9e8db68664c2457d9ee35fb206c9581eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-baebe1012cbd45b1b90afcbc824fc9b3Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-80c7b93c4809414f8f16067d176585a1Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f679de00e9fd4113a431d18e8c81e5a7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5392fe5f3dcd409c8fc2c7f3605f8b5bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9e8db68664c2457d9ee35fb206c9581eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-baebe1012cbd45b1b90afcbc824fc9b3Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-baebe1012cbd45b1b90afcbc824fc9b3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a similar manner to Example 9(b), by reaction of 73.4 g (0.30 mol) of 3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylboronic acid with 44.7 g (0.20 mol) of 4-bromophenylacrylic acid, and after recrystallization from ethanol, 48 g (61%) of 3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)phenylacrylic acid are obtained, with a melting point of 207-8° C. after recrystallization from ethanol, 48 g (61%) of 3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)phenylacrylic acid are obtained, with a melting point of 207-8° C.
Source ID: ord-a9778c6040984203842439444e574312Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a similar manner to Example 3(b), by reaction of 2.47 g (10 mmol) of 3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylboronic acid with 1.5 g (8.4 mmol) of 4-bromo-2-pyrrolecarboxaldehyde, 950 mg (38.5%) of the expected aldehyde are obtained, with a melting point of 128-9° C. are obtained, with a melting point of 128-9° C.
Source ID: ord-f83c28d142ff4d2a9ebdbfabce4636e6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a similar manner to Example 3(b), by reaction of 2.47 g (10 mmol) of 3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylboronic acid with 1.5 g (8.4 mmol) of 4-bromo-2-pyrrolecarboxaldehyde, 950 mg (38.5%) of the expected aldehyde are obtained, with a melting point of 128-9° C. are obtained, with a melting point of 128-9° C.
Source ID: ord-f83c28d142ff4d2a9ebdbfabce4636e6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 700 ml of DME, 2.4 g (2 mmol) of tetrakistriphenylphosphinepalladium (0) and 8.44 g (45.6 mmol) of 3-bromobenzaldehyde are introduced into a three-necked flask under a stream of nitrogen and the mixture is stirred for 10 minutes. A solution of 17 g (69.1 mmol) of 3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylboronic acid in 25 ml of ethanol are then added, followed by 46 ml (91 mmol) of potassium carbonate solution (2 M) and the mixture is refluxed for four hours. The reaction medium is cooled and filtered and the solid is washed with bicarbonate solution and then with ethyl acetate. The solid obtained is recrystallized from ethanol and 7 g (50%) of the expected aldehyde are collected, with a melting point of 104-5° C. the mixture is refluxed for four hours The reaction medium is cooled filtered the solid is washed with bicarbonate solution The solid obtained is recrystallized from ethanol and 7 g (50%) of the expected aldehyde are collected, with a melting point of 104-5° C.
Source ID: ord-b27ee6579b4e492f873d757cca7cc325PubChem References
These sources are listed in the compound's public database record.
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