GB1189512A - Sodium Aluminum Hydride Derivatives, their preparation and uses - Google Patents
Sodium Aluminum Hydride Derivatives, their preparation and usesInfo
- Publication number
- GB1189512A GB1189512A GB1236867A GB1236867A GB1189512A GB 1189512 A GB1189512 A GB 1189512A GB 1236867 A GB1236867 A GB 1236867A GB 1236867 A GB1236867 A GB 1236867A GB 1189512 A GB1189512 A GB 1189512A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alcohol
- give
- sodium aluminium
- formula
- medium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 Sodium Aluminum Hydride Derivatives Chemical class 0.000 title abstract 9
- 238000002360 preparation method Methods 0.000 title abstract 2
- 239000011734 sodium Substances 0.000 abstract 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 5
- 229910052708 sodium Inorganic materials 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000002009 diols Chemical class 0.000 abstract 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 abstract 2
- 150000004820 halides Chemical class 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 abstract 1
- 239000004721 Polyphenylene oxide Substances 0.000 abstract 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 229910000091 aluminium hydride Inorganic materials 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001414 amino alcohols Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000005160 aryl oxy alkyl group Chemical group 0.000 abstract 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- OBNCKNCVKJNDBV-UHFFFAOYSA-N butanoic acid ethyl ester Natural products CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- 238000005695 dehalogenation reaction Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 abstract 1
- 229920000570 polyether Polymers 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0896—Compounds with a Si-H linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
- C07F5/069—Aluminium compounds without C-aluminium linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,189,512. Sodium aluminium hydride derivatives, their preparation and use. H. J. FITZPATRICK (Ceskoslovenska Akademie Ved). 16 March, 1967, No. 12368/67. Heading C2C. [Also in Divisions C1, C3 and C5] Organically substituted sodium aluminium hydride derivatives of the formula NaAlH x Z 4-x wherein x is an integer from 1 to 3 and Z is defined below, may be obtained by reacting, under anhydrous conditions and in a non-polar medium, Na 3 AlH 6 or NaAlH 4 with a compound of the formula AlZ 3 , wherein Z is an organic residue selected from those obtained by removing the hydrogen atom from the free hydroxyl group of: (a) methanol, ethanol or propanol, (b) an ether alcohol derived by alkylating arylating or aralkylating one hydroxyl group in a diol, (c) a polyether alcohol derived by condensing an ether alcohol with a diol with removal of one molecule of water, (d) an amino alcohol R 2 N(CH 2 ) z OH wherein z is an integer from 2 to 4 and R is selected from R<SP>1</SP> and an alkoxy alkyl or aryloxyalkyl group R<SP>1</SP>O(CH 2 ) z wherein R<SP>1</SP> is a C 1-4 alkyl group or a C 6-8 aryl group, (e) a tetrahydrofurfuryl alcohol or tetrahydrofurfuryloxyalkanol, and. (f) a tetrahydropyranylmethyl alcohol or tetrahydropyranylmethoxyalkanol. A compound of the formula NaZ may also be employed in the reaction and the compounds AlZ 3 and NaZ may be introduced in the form of a complex compound of the formula NaZ.AlZ 3 . The reaction is suitably effected in a liquid reaction medium in which the above product is soluble, said medium being selected from hydrocarbons and ethers, and the boiling point of said medium being at atmospheric pressure lower than the decomposition temperature of the substituted sodium aluminium hydride. The above sodium aluminium hydrides may be employed in the reduction of organic compounds, e.g. aldehydes, ketones, esters, carboxylic acids, carboxylic halides, dialkyl amides, diaryl amides and aromatic nitro compounds, or in the dehalogenation of inorganic and organic mono- and poly-halides, specific examples being given of the treatment of benzoyl chloride and ethyl benzoate to give benzyl alcohol, acetone to give ethanol, ethyl butyrate to give butanol, C 2 H 5 COON(CH 3 ) 2 to give propanol and p-CH 3 C 6 H 4 NO 2 to give CH 3 -C 6 H 4 -N = N-C 6 H 4 -CH 3 . The starting materials employed in the production of the sodium aluminium hydrides may be prepared by conventional methods, examples being given.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1236867A GB1189512A (en) | 1967-03-16 | 1967-03-16 | Sodium Aluminum Hydride Derivatives, their preparation and uses |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1236867A GB1189512A (en) | 1967-03-16 | 1967-03-16 | Sodium Aluminum Hydride Derivatives, their preparation and uses |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1189512A true GB1189512A (en) | 1970-04-29 |
Family
ID=10003253
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1236867A Expired GB1189512A (en) | 1967-03-16 | 1967-03-16 | Sodium Aluminum Hydride Derivatives, their preparation and uses |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1189512A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001085606A1 (en) * | 2000-05-12 | 2001-11-15 | Mcgill University | Method of hydrogen generation for fuel cell applications and a hydrogen-generating system |
| CN114437123A (en) * | 2022-02-23 | 2022-05-06 | 沧州临港星辰化工有限公司 | Preparation method of bis (2-methoxyethoxy) aluminum sodium dihydrogen toluene solution |
-
1967
- 1967-03-16 GB GB1236867A patent/GB1189512A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001085606A1 (en) * | 2000-05-12 | 2001-11-15 | Mcgill University | Method of hydrogen generation for fuel cell applications and a hydrogen-generating system |
| CN114437123A (en) * | 2022-02-23 | 2022-05-06 | 沧州临港星辰化工有限公司 | Preparation method of bis (2-methoxyethoxy) aluminum sodium dihydrogen toluene solution |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLE | Entries relating assignments, transmissions, licences in the register of patents | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |