Methanol → 3-(2-Hydroxy-4-methoxy-5-thiocyanato-phenyl)-propionic acid methyl ester

HRID 984114

반응식

HRID 984114 반응식
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][C:9](=[O:13])[O:10]2)=[CH:5][CH:4]=1.[C:14]([S-:16])#[N:15].[K+].BrBr.[CH3:20][OH:21]>>[CH3:20][O:21][C:9](=[O:13])[CH2:8][CH2:7][C:6]1[CH:5]=[C:4]([S:16][C:14]#[N:15])[C:3]([O:2][CH3:1])=[CH:12][C:11]=1[OH:10]

참가 물질

5

반응물 4

HCID 887MethanolHCID 24408BromineHCID 516872Potassium thiocyanateHCID 123898377-Methoxychroman-2-one

생성물 1

HCID 207659993-(2-Hydroxy-4-methoxy-5-thiocyanato-phenyl)-propionic acid methyl ester

실험 절차

Compound 14A (3 g), KSCN (4.9 g) were dissolved in MeOH (125 mL) at 0° C., Br2 (3 g) was added, then stirred for 2 h. The reaction mixture was quenched with water (200 mL) and ethyl acetate (200 mL). The ethyl acetate was separated and washed with water, brine, dried (MgSO4), concentrated, to afford compound 14B (3.5 g). mp 105-016° C.; MS: 268 (M+1)+. Preparation of 6-Mercapto-7-methoxy-chroman-2-ol (Compound 14C)

후처리

  1. customThe reaction mixture was quenched with water (200 mL) and ethyl acetate (200 mL)
  2. customThe ethyl acetate was separated
  3. washwashed with water, brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-48c920a6ff2048748cf5783424bcecc1
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06867224B2

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