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Sodium Hydroxide → 2-Benzyloxy-4-phenylethynylbenzoic acid

HRID 322863
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HRID 322863 반응식
[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([C:25]#[C:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:22]=[CH:21][C:10]=1[C:11]([O:13]CC1C=CC=CC=1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>O1CCOCC1>[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([C:25]#[C:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:22]=[CH:21][C:10]=1[C:11]([OH:13])=[O:12])[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 10598112Benzyl 2-benzyloxy-4-phenylethynyl-benzoate

생성물 1

HCID 107586542-Benzyloxy-4-phenylethynylbenzoic acid수율 38.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A stirred solution of benzyl 2-benzyloxy-4-phenylethynylbenzoate (2 g) and 1 N sodium hydroxide (5 mL) in dioxan (80 mL) is heated at reflux for 1 hour. The reaction mixture is evaporated, the residue dissolved in water (6 mL) and the solution washed twice with ethyl acetate (20 mL). The pH of the aqueous phase is adjusted to pH 1 by addition of 2 N hydrochloric acid and resulting solid is filtered and washed well with water to give 2-benzyloxy-4-phenylethynylbenzoic acid (0.6 g), m.p. 125-127° C. [Elemental analysis:- C,80.2; H,4.86%. Calculated:- C,80.5; H,4.91%].

후처리

  1. temperatureat reflux for 1 hour
  2. customThe reaction mixture is evaporated
  3. dissolutionthe residue dissolved in water (6 mL)
  4. washthe solution washed twice with ethyl acetate (20 mL)
  5. additionThe pH of the aqueous phase is adjusted to pH 1 by addition of 2 N hydrochloric acid
  6. customresulting solid
  7. filtrationis filtered
  8. washwashed well with water

출처 및 근거

ORD 기록
ord-b13fe510386d4abead8d32256efd355e
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06211234B1

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