Hydrochloric Acid → HCID 15056494, compound

HRID 654148Notes

Reaction equation

HRID 654148 reaction equation
O1CCCCC1CC(=O)C.[CH3:11][C:12]1([CH2:25][O:26]C2CCCCO2)[CH2:21][C:20](=O)[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:23]#[N:24])[CH:18]=2)[O:13]1.CC1(COC2CCCCO2)CC(O)C2[C:36](=[CH:37][CH:38]=[C:39]([C:45]#[N:46])C=2)[O:35]1.CC1(COC2CCCCO2)C=CC2C(=CC=C(C#N)C=2)O1.Cl>>[OH:26][CH2:25][C:12]1([CH3:11])[CH:21]=[C:20]([N:46]2[CH:45]=[CH:39][CH:38]=[CH:37][C:36]2=[O:35])[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:23]#[N:24])[CH:18]=2)[O:13]1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 136417061-(Oxan-2-yl)propan-2-oneHCID 19888563HCID 19888563, compoundHCID 19888572HCID 19888572, compoundHCID 19888586HCID 19888586, compound

Product 1

HCID 15056494HCID 15056494, compound

Procedure

A mixture of 1 g of 2-methyl-2-(2-tetrahydropyranyloxymethyl)-4-(1,2-dihydro-2-oxo-1-pyridyl)-6-cyano-3-chroman [obtainable from 1-(2-tetrahydropyranyl)2-propanone via 2-methyl-2-(2-tetrahydropyranyloxymethyl)-6-cyano-4-chromanone, 2-methyl-2-(2-tetrahydropyranyloxymethyl)-6-cyano-4-chromanol, 2-methyl-2-(2-tetrahydropyranyloxymethyl)-6-cyano-3-chromene and the corresponding 3,4-epoxide] and 15 ml of 10% methanolic HCl solution is boiled for 15 min. Cooling and customary working up gives 2-hydroxymethyl-2-methyl-4-(1,2-dihydro2-oxo-1-pyridyl)-6-cyano-3-chromene. Example 5

Workup

  1. temperatureCooling

Sources & evidence

ORD record
ord-2c887579a6514e17bbdaf323dd729e72
Source dataset
uspto-grants-1992_07
Patent number
US05130322

Reaction notes

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