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Triethylamine → HCID 59547743、化合物

HRID 2177082
ノート
印刷プレビュー

反応式

HRID 2177082 の反応式
C([O:5][C:6](=[O:27])[NH:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][C:12]([OH:18])=[CH:13][CH:14]=2)[CH:9]1[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)(C)(C)C.C(OC(=O)N[CH:35]1[CH2:44][CH2:43][C:42]2[C:37](=CC(O)=CC=2)[CH:36]1[CH2:46]C1C=CC(Cl)=C(Cl)C=1)(C)(C)C.C(N(CC)CC)C.C(Cl)(=O)OCC1C=CC=CC=1>CN(C)C=O>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][CH:9]2[C:10]3[C:15](=[CH:14][CH:13]=[C:12]([OH:18])[CH:11]=3)[CH2:16][CH2:17][CH:8]2[NH:7][C:6](=[O:27])[O:5][CH2:46][C:36]2[CH:37]=[CH:42][CH:43]=[CH:44][CH:35]=2)=[CH:21][CH:22]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 57467203HCID 57467203、化合物HCID 59547800HCID 59547800、化合物

生成物 1

HCID 59547743HCID 59547743、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

tert-Butyl[1-(4-chlorobenzyl)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate (2 g, 6.95 mmol, prepared analogously to tert-butyl[1-(3,4-dichlorobenzyl)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate, cf. example 34.2 were suspended in dimethylformamide (40 mL). Triethylamine (0.969 mL, 6.95 mmol) and benzyl carbonochloridate (1.186 g, 6.95 mmol) were added. The reaction mixture was stirred at room temperature over night. The solvent was evaporated in vacuo. To the crude product ethyl acetate and water were added. The aqueous layer was extracted with ethyl acetate. The combined organic layers were dried (MgSO4) and concentrated in vacuo. The crude product was purified by flash chromatography (silica gel, dichloromethane, methanol). Yield: 393 mg (0.931 mmol, 13.4%, colorless foam).

後処理

  1. customThe solvent was evaporated in vacuo
  2. additionTo the crude product ethyl acetate and water were added
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. dry with materialThe combined organic layers were dried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by flash chromatography (silica gel, dichloromethane, methanol)

出典と根拠

ORDレコード
ord-b25d5ca3160241bb9b281486bf49cbbd
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09067871B2

反応ノート

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