Potassium Hydroxide → HCID 70411455, compound

HRID 236656Notes

Reaction equation

HRID 236656 reaction equation
C1(OC(C)C(O[CH2:16][CH2:17][C@:18]2(C)[CH2:27][CH2:26][C:25]3[C:20](=[C:21](C)[C:22](C)=[C:23](OC(=O)C)[C:24]=3C)[O:19]2)=O)C2C(=CC=CC=2)C=CC=1.[OH-:37].[K+]>CO>[O:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:26][CH2:27][CH:18]1[C@@H:17]([OH:37])[CH3:16]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 131715066HCID 131715066, compound

Product 1

HCID 70411455HCID 70411455, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4 g of the ester prepared in this manner were dissolved in 140 ml of methanol, and the solution was refluxed with 16.4 ml of 1M KOH for 1.5 hours. Working up by a procedure similar to that described in Example 1c gave the desired (S)-chromanyl ethanol in a yield of 31% of theory, based on racemic chromanol used.

Sources & evidence

ORD record
ord-41411f02ba834024af0bf0087f0eb331
Source dataset
uspto-grants-1987_02
Patent number
US04645845

Reaction notes

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