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Hydrochloric Acid → 7-(2-methyl-1H-benzimidazol-6-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine dihydrochloride

HRID 241086
ノート
印刷プレビュー

反応式

HRID 241086 の反応式
CC(OC([N:8]1[C:12]2[CH:13]=[C:14]([C:17]3[CH:18]=[CH:19][C:20]4[O:26][CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][C:21]=4[CH:34]=3)[CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[CH3:35])=O)(C)C.C(OCC)C.[ClH:41]>CO.O1CCOCC1>[ClH:41].[ClH:41].[CH3:35][C:9]1[NH:8][C:12]2[CH:13]=[C:14]([C:17]3[CH:18]=[CH:19][C:20]4[O:26][CH2:25][CH2:24][NH:23][CH2:22][C:21]=4[CH:34]=3)[CH:15]=[CH:16][C:11]=2[N:10]=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 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 59604600tert-butyl 7-(1-(tert-butoxycarbonyl)-2-methyl-1H-benzo[d]imidazol-6-yl)-2,3-dihydrobenzo[f][1,4]oxazepine-4(5H)-carboxylate

生成物 1

HCID 668202277-(2-methyl-1H-benzimidazol-6-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine dihydrochloride収率 93%

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 312751,4-Dioxane溶媒

実験手順

A solution of 1,1-dimethylethyl 7-(1-{[(1,1-dimethylethyl)oxy]carbonyl}-2-methyl-1H-benzimidazol-6-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (13.1 g, 27 mmol) in a mixture of methanol (20 mL) and 4 N hydrogen chloride in dioxane (30 mL) was refluxed for 15 min. After cooling to room temperature ethyl ether (100 mL) was added, and the reaction mixture was concentrated. Another portion of ethyl ether (100 mL) was added, the precipitate was filtered off, washed several times with ethyl ether, and dried to give 7-(2-methyl-1H-benzimidazol-6-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine dihydrochloride (8.9 g, 93% yield) as a light beige solid. 1HNMR (400 MHz, CD3OD): 7.93 (s, 1H), 7.86-7.67 (m, 4H), 7.28 (s, 1H), 4.54 (s, 2H), 4.33-4.23 (m, 2H), 3.65-3.54 (m, 2H), 2.91 (s, 3H); MS (EI) for C17H17N3O: 280 (MH+).

後処理

  1. temperaturewas refluxed for 15 min
  2. additionwas added
  3. concentrationthe reaction mixture was concentrated
  4. additionAnother portion of ethyl ether (100 mL) was added
  5. filtrationthe precipitate was filtered off
  6. washwashed several times with ethyl ether
  7. customdried

出典と根拠

ORDレコード
ord-7f8a88a01cfe46a2b644120913e932af
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08648066B2

反応ノート

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