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

HRID 453771
ノート
印刷プレビュー

反応式

HRID 453771 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-e473e8b6364e49f691b53221efdaaf1f
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08492549B2

反応ノート

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