Diisobutylaluminumhydride → HCID 57311870, compound

HRID 2232611Notes

Reaction equation

HRID 2232611 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[CH3:11][C:12]1([CH3:23])[C@H:17]2[C@@H:13]1[C@H:14]([C:19]([CH3:22])([CH3:21])[CH3:20])[O:15][C:16]2=[O:18]>C1(C)C=CC=CC=1>[CH3:11][C:12]1([CH3:23])[C@H:17]2[C@@H:13]1[C@H:14]([C:19]([CH3:22])([CH3:21])[CH3:20])[O:15][C@H:16]2[OH:18]

Participants

4

Reactant 2

HCID 21225700DiisobutylaluminumhydrideHCID 70431262HCID 70431262, compound

Product 1

HCID 57311870HCID 57311870, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

15.5 ml of a toluene solution of 20% of diisobutyl aluminum hydride were slowly added at -70° C. to a solution of 2.5 g of the product of Step B in 25 ml of toluene with stirring and the mixture was poured over ice. The mixture was filtered and the filtrate was extracted with ether and was evaporated to dryness under reduced pressure to obtain 2.5 g of (1R,2R,4R,5S) 6,6-dimethyl-4-(2-methyl-prop-2-yl)-3-oxa-bicyclo (3,1,0) hexan-2-ol melting at 126° C.

Workup

  1. additionthe mixture was poured over ice
  2. filtrationThe mixture was filtered
  3. extractionthe filtrate was extracted with ether
  4. customwas evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-fec72fe87ced46a4ae0289f6596d845f
Source dataset
uspto-grants-1988_11
Patent number
US04788305

Reaction notes

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