Phthaloyl chloride → tert-butyl N-(prop-2-en-1-yl)carbamate

HRID 1651729Notes

Reaction equation

HRID 1651729 reaction equation
C([O:8][C:9]([NH:11][CH2:12][CH:13]=[CH2:14])=[O:10])C1C=CC=CC=1.ClC(OCC1C=CC=CC=1)=O.S(Cl)(C1C=[CH:34][C:32]([CH3:33])=[CH:31]C=1)(=O)=O.C(Cl)(=O)C1C(=CC=CC=1)C(Cl)=O.C(Cl)(=O)C1C=CC=CC=1>C(N(CC)CC)C>[C:32]([O:10][C:9]([NH:11][CH2:12][CH:13]=[CH2:14])=[O:8])([CH3:31])([CH3:33])[CH3:34]

Participants

7

Reactant 5

HCID 6955Phthaloyl chlorideHCID 73974-Toluenesulfonyl chlorideHCID 7412Benzoyl chlorideHCID 10387Benzyl chloroformate2×HCID 562279Benzyl allylcarbamate

Product 1

HCID 4067274tert-butyl N-(prop-2-en-1-yl)carbamate

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

N-benzyloxycarbonyl allyl amine was made in the same manner by utilizing benzyl chloroformate and triethylamine at 0° C. Cbz chloride, tosyl chloride, phthaloyl chloride and benzoyl chloride can similarly be used to obtain the corresponding allyl amine.

Workup

  1. customat 0° C

Sources & evidence

ORD record
ord-7ade15d17833454b8c1fdb6420e994c7
Source dataset
uspto-grants-1990_05
Patent number
US04929630

Reaction notes

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