Sodium Hydroxide → 2-Hydroxy-4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoic acid

HRID 618482노트

반응식

HRID 618482 반응식
[OH:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][C:16]([C:30]45[CH2:39][CH:34]6[CH2:35][CH:36]([CH2:38][CH:32]([CH2:33]6)[CH2:31]4)[CH2:37]5)=[C:17]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH:18]=3)[CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+]>>[OH:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][C:16]([C:30]45[CH2:37][CH:36]6[CH2:38][CH:32]([CH2:33][CH:34]([CH2:35]6)[CH2:39]4)[CH2:31]5)=[C:17]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH:18]=3)[CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

참가 물질

3

반응물 2

HCID 14798Sodium HydroxideHCID 22000341Methyl 2-hydroxy-4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoate

생성물 1

HCID 220003032-Hydroxy-4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoic acid

실험 절차

930 mg (1.8 mmol) of methyl 2-hydroxy-4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoate and 100 ml of a 2N methanolic sodium hydroxide solution were introduced into a round-bottomed flask and the reaction mixture was heated at reflux for one hour. The reaction mixture was evaporated to dryness, the residue was taken up in water and acidified to pH 1 with concentrated hydrochloric acid and the solid was filtered. The solid obtained was triturated in ethyl acetate, filtered and dried. 710 mg (79%) of the expected acid were collected, which acid had a melting point of 263°-4° C.

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for one hour
  3. customThe reaction mixture was evaporated to dryness
  4. filtrationthe solid was filtered
  5. customThe solid obtained
  6. customwas triturated in ethyl acetate
  7. filtrationfiltered
  8. customdried
  9. custom710 mg (79%) of the expected acid were collected

출처 및 근거

ORD 기록
ord-70a992d48da74f6ea1be99ec2d56d2cd
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952382

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