Potassium Hydroxide → (S)-(7-Bromo-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol

HRID 38994

반응식

HRID 38994 반응식
C([O:3][C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[CH:6][C:5]=1[O:11][CH2:12][C@H:13]1[CH2:15][O:14]1)=O.[OH-].[K+]>O1CCOCC1>[Br:10][C:8]1[CH:7]=[CH:6][C:5]2[O:11][CH2:12][C@H:13]([CH2:15][OH:14])[O:3][C:4]=2[CH:9]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 541488055-Bromo-2-[(2R)-oxiran-2-ylmethoxy]phenyl formate

생성물 1

HCID 23394142(S)-(7-Bromo-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Preparation according to Preparation 8 using 5-bromo-2-[(2R)-oxiran-2-ylmethoxy]phenyl formate (7.0 g, 25 mmol), dioxane (30 ml) and KOH (10%, 15 ml), stirred for 1 h. Purification on flash column chromatography (Isooctane/EtOAc). Crude yield: 3.7 g. MS m/z (rel. intensity, 70 eV) 245 (M+, 97) 244 (M+, bp), 189 (48), 188 (50) 79 (39).

후처리

  1. customPreparation
  2. customPurification on flash column chromatography (Isooctane/EtOAc)

출처 및 근거

ORD 기록
ord-e8b8ba4163e34860aa156c4fc4e5c70d
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524766B2

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