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Hydrochloric Acid → Ammonia

HRID 1433245
ノート
印刷プレビュー

反応式

HRID 1433245 の反応式
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[C:22]([C@@H:27]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[CH2:28][CH2:29][N:30]([CH:34]([CH3:36])[CH3:35])[CH:31]([CH3:33])[CH3:32])[CH:21]=2)=[CH:12][CH:11]=1)(C)(C)C.Cl>ClCCl.C(OCC)C>[NH3:7].[NH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[C:22]([C@@H:27]([C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)[CH2:28][CH2:29][N:30]([CH:34]([CH3:35])[CH3:36])[CH:31]([CH3:33])[CH3:32])[CH:21]=2)=[CH:14][CH:15]=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 2

HCID 313Hydrochloric AcidHCID 57933235tert-Butyl{2-[4-(3-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}propoxy)phenyl]ethyl}carbamate

生成物 2

HCID 222AmmoniaHCID 579331574-{3-[4-(2-aminoethyl)phenoxy]propyl}-2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenol

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒
HCID 6344
Dichloromethane
溶媒

実験手順

tert-Butyl{2-[4-(3-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}propoxy)phenyl]ethyl}carbamate (Preparation 7, 400 mg, 0.68 mmol) was dissolved in dichloromethane (15 ml) and hydrochloric acid (10 ml of a 2M solution in diethyl ether) was added to the stirred solution at 0° C. After 3 hours the solvent was removed in vacuo, and ethyl acetate (20 ml) and saturated aqueous sodium hydrogen carbonate (10 ml) were added and the organics separated. The aqueous was washed with dichloromethane:methanol (90:10, by volume, 2×20 ml) and the organics combined, dried (magnesium sulphate) and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (80/20/2.0 by volume) to furnish the title compound as a glass, 135 mg.

後処理

  1. customAfter 3 hours the solvent was removed in vacuo, and ethyl acetate (20 ml) and saturated aqueous sodium hydrogen carbonate (10 ml)
  2. additionwere added
  3. washThe aqueous was washed with dichloromethane:methanol (90:10, by volume, 2×20 ml)
  4. dry with materialdried (magnesium sulphate)
  5. customthe solvent removed in vacuo
  6. customThe residue was purified by column chromatography on silica gel eluting with dichloromethane

出典と根拠

ORDレコード
ord-dc2cd6ec453041a897b37f67287270a2
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07612084B2

反応ノート

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