반응식
O[C:2]1([CH3:16])[CH2:11][CH2:10][C:9]2[C:4](=[C:5]([CH3:15])[C:6]([CH3:14])=[C:7]([OH:13])[C:8]=2[CH3:12])[O:3]1.[OH-].[K+].Cl.C(OCC)(=O)C.[C:26](#[N:28])[CH3:27]>>[OH:13][C:7]1[C:6]([CH3:14])=[C:5]([CH3:15])[C:4]2[O:3][C:2]([CH3:16])([CH2:27][C:26]#[N:28])[CH2:11][CH2:10][C:9]=2[C:8]=1[CH3:12]참가 물질
6
실험 절차
A mixture of 9.0 g (40.5 mmoles) of 2,6-dihydroxy-2,5,7,8-tetramethylchroman and 4.54 g (69 mmoles) of 85% KOH in 61 ml of acetonitrile was rapidly stirred and refluxed for 4 hr. The dark-colored mixture, which consisted of two phases, was cooled in an ice bath and treated dropwise, with stirring, with 25 ml of 3 N aqueous HCl whereupon the reaction mixture became lighter in color. This mixture was poured into 1 N aqueous HCl and worked-up with ethyl acetate in the usual manner (the organic extracts were additionally washed with saturated aqueous NaHCO3 solution) affording 14.8 g of rac.-3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-acetonitrile as a red solid.
후처리
- temperaturerefluxed for 4 hr
- temperaturewas cooled in an ice bath
- additiontreated dropwise
- washwere additionally washed with saturated aqueous NaHCO3 solution)
출처 및 근거
- ORD 기록
- ord-7ac06687bf1840c1a5b7ed46939d386a
- 출처 데이터셋
- uspto-grants-1980_01
- 특허 번호
- US04186138
연결된 노트
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