Hydrochloric Acid → 4-Methyl-2,3-dihydro-1H-inden-1-amine

HRID 1877330ノート

反応式

HRID 1877330 の反応式
[N:1]([CH:4]1[C:12]2[C:7](=[C:8]([CH3:13])[CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Cl>C1COCC1.O>[CH3:13][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[CH2:6][CH2:5][CH:4]2[NH2:1]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 11776TriphenylphosphineHCID 59860533HCID 59860533、化合物

生成物 1

HCID 227428304-Methyl-2,3-dihydro-1H-inden-1-amine

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

1.0 g (5.8 mmol) 1-azido-4-methyl-indane is treated with 4.54 g (17.3 mmol) triphenylphosphine in 26 ml THF and 1.4 ml H2O at room temperature overnight. Completion of the reaction is achieved by heating up the mixture for additional 2.5 hours. The reaction mixture is then cooled to room temperature and diluted with water. The pH is adjusted to 2 by adding cold (ca 0° C.) aqueous HCl (1M). After extraction with EtOAc the aqueous layer is separated, basified with NaOH (2M) and extracted into EtOAc. The organic layer is then dried (MgSO4) and concentrated in vacuo to give 4-methyl-indan-1-yl-amine as a light yellow liquid.

後処理

  1. temperatureby heating up the mixture for additional 2.5 hours
  2. extractionAfter extraction with EtOAc the aqueous layer
  3. customis separated
  4. extractionextracted into EtOAc
  5. dry with materialThe organic layer is then dried (MgSO4)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-295af8762d054868a5327767fdc869bd
出典データセット
uspto-grants-2012_11
特許番号
US08309739B2

反応ノート

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