Formaldehyde → 2-Tetradecynol

HRID 1858884노트

반응식

HRID 1858884 반응식
[CH2:1]([OH:13])[C:2]#[C:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH:14]#[C:15]CCCCCCCCCCC.[Li]CCCC.C=O>CCOCC>[CH2:1]([OH:13])[C:2]#[C:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:14][CH3:15]

참가 물질

6

반응물 4

HCID 712FormaldehydeHCID 1177541-TridecyneHCID 1712322Dodec-2-yn-1-olHCID 178418339Butyllithium

생성물 1

HCID 109657922-Tetradecynol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

2-Tetradecyn-1-ol was prepared as described above for 2-dodecyn-1-ol except that 5.0 g (27 mmole) of 1-tridecyne in 200 ml of ether, 11.6 ml (29 mmole) of n-BuLi, and 874 mg (29 mmole) of paraformaldehyde was used. The reaction afforded a white solid after workup which was crystallized from petroleum ether to yield 4.78 g of white crystals, mp 44-6° C. 1H NMR δ 4.25 (m, 2), 2.20 (m, 2), 1.6-1.2 (m, 20), 0.88 (t, 3, J=7 Hz).

후처리

  1. customThe reaction afforded a white solid after workup which
  2. customwas crystallized from petroleum ether

출처 및 근거

ORD 기록
ord-eafe90f9018a4e74afcfda5f68c456fb
출처 데이터셋
uspto-grants-2000_11
특허 번호
US06153589

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