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Hydrochloric Acid → 2-(2-Benzyloxypyridin-3-yl)-4-tert-butyl-5-methoxybenzoic acid

HRID 1517535
ノート
印刷プレビュー

反応式

HRID 1517535 の反応式
C[O:2][C:3](=[O:30])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:6][C:5]=1[C:16]1[C:17]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[N:18][CH:19]=[CH:20][CH:21]=1.C1COCC1.[OH-].[Na+].Cl>CO.O>[CH2:23]([O:22][C:17]1[C:16]([C:5]2[CH:6]=[C:7]([C:12]([CH3:13])([CH3:15])[CH3:14])[C:8]([O:10][CH3:11])=[CH:9][C:4]=2[C:3]([OH:30])=[O:2])=[CH:21][CH:20]=[CH:19][N:18]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 673789942-(2-Benzyloxypyridin-3-yl)-4-tert-butyl-5-methoxybenzoic acid methyl ester

生成物 1

HCID 673744112-(2-Benzyloxypyridin-3-yl)-4-tert-butyl-5-methoxybenzoic acid収率 97%

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

step 3—To a suspension of 66 (960 mg, 2.36 mmol) in MeOH (15 mL), H2O (10 mL), and THF (10 mL) was added NaOH (1.00 g, 23.6 mmol). The reaction mixture was heated at 70° C. overnight and gradually became homogeneous. The mixture was cooled to 0° C., acidified to pH 3 with 1.0 M aq HCl and thrice extracted with EtOAc. The combined extracts were dried (MgSO4), filtered and concentrated under reduced pressure to afford 895 mg (97%) of 2-(2-benzyloxypyridin-3-yl)-4-tert-butyl-5-methoxybenzoic acid (68) as a beige solid.

後処理

  1. temperatureThe mixture was cooled to 0° C.
  2. extractionextracted with EtOAc
  3. dry with materialThe combined extracts were dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-897d4275b64940e5beef43f4bd3e5eb1
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08232271B2

反応ノート

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