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

HRID 2407265
ノート
印刷プレビュー

反応式

HRID 2407265 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3c82ea0df42f4d3487d4acbe4ace9b75
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809536B2

反応ノート

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