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Sodium Hydroxide → ((S)-7-Benzyloxy-2,3-dihydrobenzo[1,4]dioxin-2-yl)methanol

HRID 453771
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HRID 453771 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:19][CH2:20][C@H:21]2[CH2:23][O:22]2)=[C:13]([O:15]C(=O)C)[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C1COCC1>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]2[O:19][CH2:20][C@H:21]([CH2:23][OH:22])[O:15][C:13]=2[CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 86644717Acetic acid 5-benzyloxy-2-((R)-1-oxiranylmethoxy)phenyl ester

생성물 1

HCID 66727448((S)-7-Benzyloxy-2,3-dihydrobenzo[1,4]dioxin-2-yl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of acetic acid 5-benzyloxy-2-((R)-1-oxiranylmethoxy)phenyl ester (0.5 g, 1.59 mmol) in THF (10 ml) was added aq 2 M NaOH (1.04 ml). After stirring overnight at RT, THF was removed under reduced pressure and water (20 ml) was added. The water solution was then extracted two times with EtOAc. The combined organic layers washed with water and brine, dried (Na2SO4), and evaporated in vacuo. The crude product (0.45 g) was used without purification.

후처리

  1. customTHF was removed under reduced pressure and water (20 ml)
  2. additionwas added
  3. extractionThe water solution was then extracted two times with EtOAc
  4. washThe combined organic layers washed with water and brine
  5. dry with materialdried (Na2SO4)
  6. customevaporated in vacuo
  7. customThe crude product (0.45 g) was used without purification

출처 및 근거

ORD 기록
ord-e473e8b6364e49f691b53221efdaaf1f
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492549B2

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