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

HRID 2421818노트

반응식

HRID 2421818 반응식
[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]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 11776TriphenylphosphineHCID 59860533HCID 59860533, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ba6de2215ef446e885bdadf106d88e49
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07960310B2

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