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Sodium Hydroxide → 2-(Benzyloxy)-5-chlorobenzoic acid

HRID 1623669
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HRID 1623669 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:6]([CH:17]=1)[C:7]([O:9]CC1C=CC=CC=1)=[O:8].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:6]([CH:17]=1)[C:7]([OH:9])=[O:8]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 13026912Benzyl 2-benzyloxy-5-chlorobenzoate

생성물 1

HCID 33011592-(Benzyloxy)-5-chlorobenzoic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Phenylmethyl 5-chloro-2-[(phenylmethyl)oxy]benzoate (may be prepared as described in Description 43; 4.16 g, 11.8 mmol), in ethanol (40 ml) and 2M NaOH (20 ml) was heated at reflux for two hours. The mixture was cooled, concentrated in vacuo, acidified with 2M HCl and extracted with ethyl acetate (×3). The organics were washed with brine, dried (MgSO4), and concentrated to give a yellow oil. Purified using biotage chromatography (C18 cartridge, CH3CN/H2O) to give the title compound as a white solid. 1.9 g.

후처리

  1. temperatureat reflux for two hours
  2. temperatureThe mixture was cooled
  3. concentrationconcentrated in vacuo
  4. extractionextracted with ethyl acetate (×3)
  5. washThe organics were washed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated
  8. customto give a yellow oil
  9. customPurified

출처 및 근거

ORD 기록
ord-e8ea0ad95a614e00bc1283ff5fa48f96
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08778939B2

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