Ethyl Acetate → HCID 15171836, compound

HRID 256846Notes

Reaction equation

HRID 256846 reaction equation
[C:1]([C:3]1([CH3:17])[CH2:8][CH2:7][C:6]2[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=2[O:4]1)#[CH:2].I[C:19]1[CH:20]=[C:21]([CH2:28][OH:29])[CH:22]=[C:23]([O:26][CH3:27])[C:24]=1[OH:25].C(OCC)(=O)C>C(Cl)Cl>[OH:15][C:10]1[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]2[O:4][C:3]([C:1]#[C:2][C:19]3[CH:20]=[C:21]([CH2:28][OH:29])[CH:22]=[C:23]([O:26][CH3:27])[C:24]=3[OH:25])([CH3:17])[CH2:8][CH2:7][C:6]=2[C:9]=1[CH3:16]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 14478563rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6olHCID 151718344-(Hydroxymethyl)-2-iodo-6-methoxyphenol

Product 1

HCID 15171836HCID 15171836, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This compound was obtained by reacting rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol with 3-iodo-4-hydroxy-5-methoxybenzenemethanol [P. Claus et al. Monatsh. Chem. 103, 1178 (1972)] under the conditions described in Example 1. The product was isolated by chromatography over silica gel using 30% (V/V) of ethyl acetate in methylene chloride. Crystallization from ether/hexane yielded colorless crystals with m.p. 160°-163°.

Workup

  1. customThis compound was obtained
  2. customCrystallization from ether/hexane yielded colorless crystals with m.p. 160°-163°

Sources & evidence

ORD record
ord-db06d031451b4bafbea8b31d87802601
Source dataset
uspto-grants-1993_11
Patent number
US05260294

Reaction notes

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