Potassium Hydroxide → HCID 178455321, compound

HRID 1873593Notes

Reaction equation

[H-].[Al+3].[Li+].[H-].[H-].[H-].[Si:7]([O:14][C@@H:15]1[CH2:20][CH2:19][C@H:18]([C:21](OC)=[O:22])[CH2:17][CH2:16]1)([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8].[OH-].[K+]>COC(C)(C)C.O>[Si:7]([O:14][C@@H:15]1[CH2:16][CH2:17][C@H:18]([CH2:21][OH:22])[CH2:19][CH2:20]1)([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8]

Participants

Conditions

Temperature: 40 °C

Procedure

2.8 g (73.96 mmol) of lithium aluminum hydride are initially charged in 250 ml of tert-butyl methyl ether, and a solution of 22.9 g (84.05 mmol) of the compound from Example 52A in 250 ml of tert-butyl methyl ether is added dropwise at RT. The mixture is stirred at 40° C. for 16 h. A further 0.7 g (18.44 mmol) of lithium aluminum hydride is then added and the reaction mixture is heated at reflux for 10 h. After cooling to RT 20 ml of water are added carefully. 20 ml of a 15% strength solution of potassium hydroxide in water are then added. The phases are separated, the organic phase is dried over sodium sulfate and the solvent is removed on a rotary evaporator. The product obtained is used in the next reaction without further purification.

Workup

temperaturethe reaction mixture is heated
temperatureat reflux for 10 h
additionare added carefully
customThe phases are separated
dry with materialthe organic phase is dried over sodium sulfate
customthe solvent is removed on a rotary evaporator
customThe product obtained
customis used in the next reaction without further purification

Sources & evidence

ORD record: ord-7166f3ffebcf4e79b731b3711df598e4
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08304412B2

Reaction notes

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